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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H56O10
Molecular Weight 660.8345
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 26-DEOXYACTEIN

SMILES

[H][C@]12C[C@@]3(C)[C@]4([H])CC[C@]5([H])[C@]6(C[C@@]46C[C@@H](OC(C)=O)[C@]3(C)[C@@]1([H])[C@H](C)C[C@]7(OC[C@@]8(C)O[C@@H]78)O2)CC[C@H](O[C@]9([H])OC[C@@H](O)[C@H](O)[C@H]9O)C5(C)C

InChI

InChIKey=GCMGJWLOGKSUGX-RBKCHLQLSA-N
InChI=1S/C37H56O10/c1-18-12-37(30-33(6,47-30)17-43-37)46-21-13-32(5)23-9-8-22-31(3,4)24(45-29-28(41)27(40)20(39)15-42-29)10-11-35(22)16-36(23,35)14-25(44-19(2)38)34(32,7)26(18)21/h18,20-30,39-41H,8-17H2,1-7H3/t18-,20-,21+,22+,23+,24+,25-,26+,27+,28-,29+,30-,32+,33-,34-,35-,36+,37+/m1/s1

HIDE SMILES / InChI

Molecular Formula C37H56O10
Molecular Weight 660.8345
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 17 / 18
E/Z Centers 0
Optical Activity UNSPECIFIED

26-deoxyactein are tetracyclic triterpenoids compound isolated from rhizome of the cimicifuga herbs with a wide range of biological activities including antitumor activity, which is associated with cell cycle arrest and angiogenesis inhibition.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Isolation, structure elucidation, and absolute configuration of 26-deoxyactein from Cimicifuga racemosa and clarification of nomenclature associated with 27-deoxyactein.
2002 Apr
The in Vitro and in Vivo Antitumor Activities of Tetracyclic Triterpenoids Compounds Actein and 26-Deoxyactein Isolated from Rhizome of Cimicifuga foetida L.
2016 Jul 30
Patents

Sample Use Guides

xenograft mice: 26-deoxyactein groups (10, 30 mg/kg) (6 animals in each group). The mice in the group received treatment for successively 6 days and withdrawal for one day, and this whole experiment lasted for 23 days.
Route of Administration: Oral
The cell proportions (HL-60 Cells) in the G1 phase were respectively 42.91%, 44.37%, and 49.14% after treatment with 26-deoxyactein (6.25–25 μg/mL) for 48 h. The cell number in the G1 phase increased gradually along with the increases in the concentrations of this compound. The cell proportions in the G2/M and S phases were significantly reduced after 26-deoxyactein treatment. In addition, 26-deoxyactein inhibited the growth of the 12 human tumor cell lines (HL-60 (human promyelocytic leukemia cell line), U937 (human histiocytic lymphoma cell line), Raji (human Burkitt's lymphoma cell line), K562 (human chronic myelogenous leukemia cell line), A549 and AGZY (human lung adenocarcinoma cell lines), Hep2 (human laryngocarcinoma cell line), Bcap37 (human breast cancer cell line), A431 (human Basal cell carcinoma cell line), EJ (human bladder cancer cell line), HepG-2 (human hepatic carcinoma cell line), SKOV3 (human ovarian cancer cell line), and S180 (mouse sarcoma cell line)) tested in concentration-dependent manners (6.25-100 μg/mL). With the increases in the concentrations of compound, cell proliferation inhibition rates were higher and high.
Substance Class Chemical
Created
by admin
on Fri Dec 15 22:05:52 UTC 2023
Edited
by admin
on Fri Dec 15 22:05:52 UTC 2023
Record UNII
2D5AUV13AX
Record Status Validated (UNII)
Record Version
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Name Type Language
26-DEOXYACTEIN
Common Name English
27-DEOXYACTEIN
Common Name English
.BETA.-D-XYLOPYRANOSIDE, (3.BETA.,12.BETA.,16.BETA.,23S,24R,25R)-12-(ACETYLOXY)-16,23:23,26:24,25-TRIEPOXY-9,19-CYCLOLANOSTAN-3-YL
Common Name English
Code System Code Type Description
FDA UNII
2D5AUV13AX
Created by admin on Fri Dec 15 22:05:52 UTC 2023 , Edited by admin on Fri Dec 15 22:05:52 UTC 2023
PRIMARY
PUBCHEM
10974362
Created by admin on Fri Dec 15 22:05:52 UTC 2023 , Edited by admin on Fri Dec 15 22:05:52 UTC 2023
PRIMARY
CAS
264624-38-6
Created by admin on Fri Dec 15 22:05:52 UTC 2023 , Edited by admin on Fri Dec 15 22:05:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID20181062
Created by admin on Fri Dec 15 22:05:52 UTC 2023 , Edited by admin on Fri Dec 15 22:05:52 UTC 2023
PRIMARY
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