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Details

Stereochemistry ACHIRAL
Molecular Formula C22H25NO3
Molecular Weight 351.4388
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TAMIBAROTENE

SMILES

CC1(C)CCC(C)(C)C2=C1C=CC(NC(=O)C3=CC=C(C=C3)C(O)=O)=C2

InChI

InChIKey=MUTNCGKQJGXKEM-UHFFFAOYSA-N
InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-16(9-10-17(18)21)23-19(24)14-5-7-15(8-6-14)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/amnolake.html | https://www.ncbi.nlm.nih.gov/pubmed/20925433 | https://www.ncbi.nlm.nih.gov/pubmed/20925433 | https://www.ncbi.nlm.nih.gov/pubmed/24559497 | https://www.ncbi.nlm.nih.gov/pubmed/27777437

Tamibarotene (brand name: Amnolake), also called retinobenzoic acid, is orally active, the synthetic retinoid, developed to overcome all-trans retinoic acid (ATRA) resistance, with potential antineoplastic activity against acute promyelocytic leukemia (APL). Tamibarotene is a specific agonist for retinoic acid receptor alpha/beta. It is currently marketed only in Japan and early trials have demonstrated that it tends to be better tolerated than ATRA. It has also been investigated as a possible treatment for Alzheimer's disease, multiple myeloma, and Crohn's disease.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
45.0 nM [EC50]
235.0 nM [EC50]
591.0 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Amnolake

Approved Use

Unknown
Primary
Amnolake

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
18.02 ng/mL
2 mg single, oral
dose: 2 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
44.87 ng/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
65.22 ng/mL
6 mg single, oral
dose: 6 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
63.1 ng/mL
6 mg/m² single, oral
dose: 6 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
104.4 ng/mL
8 mg/m² single, oral
dose: 8 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
126.3 ng/mL
10 mg/m² single, oral
dose: 10 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
131.9 ng/mL
12 mg/m² single, oral
dose: 12 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
43.2 ng/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
97.1 ng/mL
6 mg single, oral
dose: 6 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
128.37 ng × h/mL
2 mg single, oral
dose: 2 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
320.41 ng × h/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
430.26 ng × h/mL
6 mg single, oral
dose: 6 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
311.1 ng × h/mL
6 mg/m² single, oral
dose: 6 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
438.9 ng × h/mL
8 mg/m² single, oral
dose: 8 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
444.2 ng × h/mL
10 mg/m² single, oral
dose: 10 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
514.1 ng × h/mL
12 mg/m² single, oral
dose: 12 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
312 ng × h/mL
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
751 ng × h/mL
6 mg single, oral
dose: 6 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.4 h
2 mg single, oral
dose: 2 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
4.5 h
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
4 h
6 mg single, oral
dose: 6 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FED
11.96 h
6 mg/m² single, oral
dose: 6 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
2.35 h
8 mg/m² single, oral
dose: 8 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
2.49 h
10 mg/m² single, oral
dose: 10 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
2.21 h
12 mg/m² single, oral
dose: 12 mg/m²
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: UNKNOWN
3.38 h
4 mg single, oral
dose: 4 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
3.38 h
6 mg single, oral
dose: 6 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
TAMIBAROTENE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Funbound
Doses

Doses

DosePopulationAdverse events​
6 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 6 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 6 mg/m2, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
Disc. AE: abnormal coagulation...
AEs leading to
discontinuation/dose reduction:
abnormal coagulation
Sources:
12 mg/m2 2 times / day multiple, oral
Highest studied dose
Dose: 12 mg/m2, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg/m2, 2 times / day
Sources:
unhealthy, CHILD
Health Status: unhealthy
Age Group: CHILD
Sex: M+F
Food Status: UNKNOWN
Sources:
Other AEs: hyperglyceridemi...
Other AEs:
hyperglyceridemi
Sources:
AEs

AEs

AESignificanceDosePopulation
abnormal coagulation Disc. AE
6 mg/m2 1 times / day multiple, oral
Studied dose
Dose: 6 mg/m2, 1 times / day
Route: oral
Route: multiple
Dose: 6 mg/m2, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M
Food Status: UNKNOWN
Sources:
hyperglyceridemi
12 mg/m2 2 times / day multiple, oral
Highest studied dose
Dose: 12 mg/m2, 2 times / day
Route: oral
Route: multiple
Dose: 12 mg/m2, 2 times / day
Sources:
unhealthy, CHILD
Health Status: unhealthy
Age Group: CHILD
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
Synthetic retinoid Am80 ameliorates chronic graft-versus-host disease by down-regulating Th1 and Th17.
2012-01-05
All-trans retinoic acid and a novel synthetic retinoid tamibarotene (Am80) differentially regulate CD38 expression in human leukemia HL-60 cells: possible involvement of protein kinase C-delta.
2011-08
Oral administration of retinoic acid receptor-alpha/beta-specific ligand Am80 suppresses experimental autoimmune uveoretinitis.
2011-03-01
Toward the development of innovative bifunctional agents to induce differentiation and to promote apoptosis in leukemia: clinical candidates and perspectives.
2010-10-14
Molecular remission in advanced acute promyelocytic leukaemia after treatment with the oral synthetic retinoid Tamibarotene.
2010-10
Mechanism of inhibition of MMTV-neu and MMTV-wnt1 induced mammary oncogenesis by RARalpha agonist AM580.
2010-06-24
Disturbance of rapid eye movement sleep in senescence-accelerated mouse prone/8 mice is improved by retinoic acid receptor agonist Am80 (Tamibarotene).
2010-05-19
[Molecular remission induced by gemtuzumab ozogamicin in an elderly patient with relapsed acute promyelocytic leukemia].
2010-04
Am80 inhibits stromal cell-derived factor-1-induced chemotaxis in T-cell acute lymphoblastic leukemia cells.
2010-03
Retinoic acid protects human breast cancer cells against etoposide-induced apoptosis by NF-kappaB-dependent but cIAP2-independent mechanisms.
2010-01-26
Disposition of a new tamibarotene prodrug in mice.
2009-12
The ATRA-dependent overexpression of the glutamate transporter EAAC1 requires RARbeta induction.
2009-09
Discovery of tetrahydrotetramethylnaphthalene analogs as adult T-cell leukemia cell-selective proliferation inhibitors in a small chemical library constructed based on multi-template hypothesis.
2009-07-01
Retinoic acid receptor stimulation protects midbrain dopaminergic neurons from inflammatory degeneration via BDNF-mediated signaling.
2009-07
Chemopreventive effect of 4-[3,5-Bis(trimethylsilyl) benzamido] benzoic acid (TAC-101) on MNU-induced colon carcinogenesis in a rat model.
2009-06
Towards retinoid therapy for Alzheimer's disease.
2009-06
Synergistic interactions between the synthetic retinoid tamibarotene and glucocorticoids in human myeloma cells.
2009-06
The effect of Am-80, a synthetic retinoid, on spinal cord injury-induced motor dysfunction in rats.
2009-02
Tamibarotene.
2007-08
RARalpha is a regulatory factor for Am-80-induced cell growth inhibition of hematologic malignant cells.
2007-08
4- [3,5-bis(trimethylsilyl)benzamido] benzoic acid (TAC-101) induced fas expression and activated caspase-3 and -8 in a DLD-1 colon cancer cell line.
2007-04-18
All-trans retinoic acid induces in vitro angiogenesis via retinoic acid receptor: possible involvement of paracrine effects of endogenous vascular endothelial growth factor signaling.
2007-03
Induction of class II major histocompatibility complex expression in human multiple myeloma cells by retinoid.
2007-01
Epigenetic silencing of occludin promotes tumorigenic and metastatic properties of cancer cells via modulations of unique sets of apoptosis-associated genes.
2006-09-15
[Retinoid therapy for autoimmune diseases].
2006-06
Synthetic retinoid Am80 reduces scavenger receptor expression and atherosclerosis in mice by inhibiting IL-6.
2006-05
[Clinical experience with a new synthetic retinoid, tamibarotene (Am-80) for relapsed or refractory acute promyelocytic leukemia].
2006-03
Retinoic acid via RARalpha inhibits the expression of 24-hydroxylase in human prostate stromal cells.
2005-12-30
Synthetic retinoid Am80 suppresses smooth muscle phenotypic modulation and in-stent neointima formation by inhibiting KLF5.
2005-11-25
Antimyeloma effects of a novel synthetic retinoid Am80 (Tamibarotene) through inhibition of angiogenesis.
2005-06
4-[3,5-Bis(trimethylsilyl)benzamido] benzoic acid (TAC-101) induces apoptosis in colon cancer partially through the induction of Fas expression.
2005-03-31
Differential modulation of PI3-kinase/Akt pathway during all-trans retinoic acid- and Am80-induced HL-60 cell differentiation revealed by DNA microarray analysis.
2004-12-01
A novel retinoid, 4-[3,5-bis (trimethylsilyl) benzamido] benzoic acid (TAC-101), induces apoptosis of human ovarian carcinoma cells and shows potential as a new antitumor agent for clear cell adenocarcinoma.
2004-09
Promyelocytic leukemia retinoid signaling targets regulate apoptosis,tissue factor and thrombomodulin expression.
2004-03
Tamibarotene: AM 80, retinobenzoic acid, Tamibaro.
2004
Inhibition by retinoids of antigen-induced IL-4 production in rat mast cell line RBL-2H3.
2001-02-02
On-line immunoaffinity extraction followed by high-performance liquid chromatography and radioimmunoassay for a novel retinobenzoic acid, AM-80, in human plasma.
2001
Thyroid hormone regulation of apoptosis induced by retinoic acid in promyeloleukemic HL-60 cells: studies with retinoic acid receptor-specific and retinoid x receptor-specific ligands.
2000-12
Good prognosis of patients with acute promyelocytic leukemia who achieved second complete remission (CR) with a new retinoid, Am80, after relapse from CR induced by all-trans-retinoic acid.
2000-12
Effect of selective IL-6 inhibitor Am-80 on experimental autoimmune encephalomyelitis in DA rats.
2000-11
The effect of Am-80, one of retinoids derivatives on experimental allergic encephalomyelitis in rats.
2000-09-01
Effect of Am-80, a retinoid derivative, on 2, 4-dinitrofluorobenzene-induced contact dermatitis in mice.
2000-05
Involvement of insulin-like growth factor binding protein-3 in the retinoic acid receptor-alpha-mediated inhibition of hepatocellular carcinoma cell proliferation.
2000-04-03
Effect of Am-80, a synthetic derivative of retinoid, on experimental arthritis in mice.
1999-02
Action mechanism of retinoid-synergistic dibenzodiazepines.
1997-04-07
Re-induction of complete remission with a new synthetic retinoid, Am-80, for relapse of acute promyelocytic leukaemia previously treated with all-trans retinoic acid.
1997-04
Studies on the metabolism and disposition of the new retinoid 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl] benzoic acid. 4th communication: absorption, metabolism, excretion and plasma protein binding in various animals and man.
1997-03
Activation of retinoid X receptors induces apoptosis in HL-60 cell lines.
1995-07
The prevention of adipose differentiation of 3T3-L1 cells caused by retinoic acid is elicited through retinoic acid receptor alpha.
1994
Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity.
1988-11
Patents

Patents

Sample Use Guides

Tamibarotene 6 mg/m2/day oral dose for a maximum of 56 days
Route of Administration: Oral
The cell viability of A549 or MRC-5 cell lines treated with Am80 or ATRA was assessed using the CellTiter-Glo Luminescent Cell Viability Assay (Promega KK, Tokyo, Japan). Cells were seeded at 625 per cm2 in 100 μL of medium in 96-welled flat-bottom plates and grown overnight at 37°C in an incubator. After exposure to Am80 for 6 d, the plates were assayed using EnVision Plate Reader (PerkinElmer, Inc. Japan Co., Ltd., Kanagawa, Japan).
Name Type Language
AM-80
Preferred Name English
TAMIBAROTENE
INN   JAN   MART.   MI   WHO-DD  
USAN   INN  
Official Name English
AM80
Code English
TAMIBAROTENE [JAN]
Common Name English
RR-110
Code English
OP-01
Code English
SY-1425
Code English
4-(((5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)AMINO)CARBONYL)BENZOIC ACID
Systematic Name English
BENZOIC ACID, 4-(((5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)AMINO)CARBONYL)-
Systematic Name English
TM-411
Code English
TAMIBAROTENE [USAN]
Common Name English
4-((5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBAMOYL)BENZOIC ACID
Systematic Name English
NSC-608000
Code English
tamibarotene [INN]
Common Name English
INNO-507
Code English
Tamibarotene [WHO-DD]
Common Name English
TOS-80T
Code English
AMNOID
Brand Name English
TAMIBAROTENE [MI]
Common Name English
TAMIBAROTENE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C804
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
FDA ORPHAN DRUG 247007
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
FDA ORPHAN DRUG 596017
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
EU-Orphan Drug EU/3/09/658
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
FDA ORPHAN DRUG 861221
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
Code System Code Type Description
CHEBI
32181
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
IUPHAR
2648
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
NSC
608000
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
NCI_THESAURUS
C71025
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
USAN
JK-51
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
MERCK INDEX
m10449
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID5046853
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
EVMPD
SUB10822MIG
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
FDA UNII
08V52GZ3H9
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
PUBCHEM
108143
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
SMS_ID
100000083232
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
ChEMBL
CHEMBL25202
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
CAS
94497-51-5
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
DRUG CENTRAL
3580
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
DRUG BANK
DB04942
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
INN
7349
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
MESH
C061133
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY
WIKIPEDIA
TAMIBAROTENE
Created by admin on Mon Mar 31 18:32:02 GMT 2025 , Edited by admin on Mon Mar 31 18:32:02 GMT 2025
PRIMARY