Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C61H63N9O17S4.4Na |
| Molecular Weight | 1414.422 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 3 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].[Na+].[Na+].CC1(C)\C(=C/C=C2\CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)C4=CC=C(C=C4C3(C)C)S([O-])(=O)=O)=C2OC5=CC=C(C[C@H](NC(=O)C6=CC=C(NCC7=NC8=C(N=C7)N=C(N)NC8=O)C=C6)C([O-])=O)C=C5)N(CCCCS([O-])(=O)=O)C9=CC=C(C=C19)S([O-])(=O)=O
InChI
InChIKey=LRVBSDMJFVZFHH-NFVAJSDSSA-J
InChI=1S/C61H67N9O17S4.4Na/c1-60(2)46-33-44(90(81,82)83)22-24-49(46)69(28-5-7-30-88(75,76)77)51(60)26-16-38-10-9-11-39(17-27-52-61(3,4)47-34-45(91(84,85)86)23-25-50(47)70(52)29-6-8-31-89(78,79)80)54(38)87-43-20-12-37(13-21-43)32-48(58(73)74)66-56(71)40-14-18-41(19-15-40)63-35-42-36-64-55-53(65-42)57(72)68-59(62)67-55;;;;/h12-27,33-34,36,48H,5-11,28-32,35H2,1-4H3,(H9-,62,63,64,66,67,68,71,72,73,74,75,76,77,78,79,80,81,82,83,84,85,86);;;;/q;4*+1/p-4/t48-;;;;/m0..../s1
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C61H63N9O17S4 |
| Molecular Weight | 1322.463 |
| Charge | -4 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 3 |
| Optical Activity | UNSPECIFIED |
OTL-38 (OTL-0038, Pafolacianine), a fluorescent-labelled folate receptor-α (FRα) targeted imaging agent that accumulates in vivo in tumor cells expressing FR. In 2014, the OTL-38 molecule was granted orphan drug status which can be given to the maker of a drug that treats rare conditions or diseases and offers protection from competition for a period of time. OTL-38 under the brand name Cytalux was approved by the U.S. Food and Drug Administration (FDA) on 29 November 2021, as an additional approach that can be used to identify malignant lesions and to ensure the total resection of the tumors in ovarian cancer patients. Cytalux is a fluorescent drug that targets folate receptor which may be overexpressed in ovarian cancer. Pafolacianine binds to FR-expressing cancer cells with ~1 nM affinity, internalizes via
receptor mediated endocytosis, and concentrates in FR-positive cancer tissues. Pafolacianine absorbs light in the near-infrared region within a range of 760 nm to 785 nm with peak absorption of 776 nm and emits fluorescence within a range of 790 nm to 815 nm with a peak emission of 796 nm.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P15328 Gene ID: 2348.0 Gene Symbol: FOLR1 Target Organism: Homo sapiens (Human) |
0.8 null [Other] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Diagnostic | CYTALUX Approved UseCYTALUX is an optical imaging agent indicated in adult patients with ovarian cancer as an adjunct for intraoperative identification of malignant lesions. Launch Date2021 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
59.1 ng/mL |
3.2 mg single, intravenous dose: 3.2 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
|
61.7 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.025 mg/kg single, intravenous dose: 0.025 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
173 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.05 mg/kg single, intravenous dose: 0.05 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
458 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.1 mg/kg single, intravenous dose: 0.1 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
606 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.2 mg/kg single, intravenous dose: 0.2 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
63.6 ng × h/mL |
3.2 mg single, intravenous dose: 3.2 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
|
59.2 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.025 mg/kg single, intravenous dose: 0.025 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
250 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.05 mg/kg single, intravenous dose: 0.05 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
830 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.1 mg/kg single, intravenous dose: 0.1 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
1250 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.2 mg/kg single, intravenous dose: 0.2 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
0.44 h |
3.2 mg single, intravenous dose: 3.2 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
|
2.6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/27306792/ |
0.2 mg/kg single, intravenous dose: 0.2 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OTL-38 plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Doses
| Dose | Population | Adverse events |
|---|---|---|
0.2 mg/kg single, intravenous Highest studied dose Dose: 0.2 mg/kg Route: intravenous Route: single Dose: 0.2 mg/kg Sources: |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: unknown Food Status: UNKNOWN Sources: |
|
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
Disc. AE: Vomiting, Nausea... AEs leading to discontinuation/dose reduction: Vomiting (2 pt) Sources: Nausea (3 patients) Hypersensitivity (2 patients) Rash (1 pt) |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Disc. AE: AE, AE... AEs leading to discontinuation/dose reduction: AE (13 patients) Sources: AE (41 patient) Vomiting (<= 2, 2 patients) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Rash | 1 pt Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
| Hypersensitivity | 2 patients Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
| Vomiting | 2 pt Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
| Nausea | 3 patients Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: F Food Status: UNKNOWN Sources: |
| AE | 13 patients Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| AE | 41 patient Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Vomiting | <= 2, 2 patients Disc. AE |
0.025 mg/kg single, intravenous Recommended Dose: 0.025 mg/kg Route: intravenous Route: single Dose: 0.025 mg/kg Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| likely | ||||
| no |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| inconclusive | ||||
| inconclusive | ||||
| no | ||||
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2021/214907Orig1s000MultidisciplineR.pdf#page=60 Page: 60 | 61 |
no | |||
| no | ||||
| no | ||||
| no | ||||
| no | ||||
| yes | ||||
| yes | ||||
| yes |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2021/214907Orig1s000MultidisciplineR.pdf#page=37 Page: 31 | 37 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Intraoperative Tumor Detection Using Pafolacianine. | 2022-10-25 |
|
| Folate receptor-α targeted near-infrared fluorescence imaging in high-risk endometrial cancer patients: a tissue microarray and clinical feasibility study. | 2018-01-02 |
|
| Synthesis and composition of amino acid linking groups conjugated to compounds used for the targeted imaging of tumors: a patent evaluation of US20160011199A1. | 2016-11 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:17:38 GMT 2025
by
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Mon Mar 31 23:17:38 GMT 2025
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| Record UNII |
4HUF3V875C
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| Record Status |
Validated (UNII)
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| Record Version |
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1628858-03-6
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HI-70
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2586858
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300000028916
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4HUF3V875C
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4HUF3V875C
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C175835
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1628423-78-8
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NON-SPECIFIC STOICHIOMETRY |
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PARENT -> SALT/SOLVATE |
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IMPURITY -> PARENT |
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ACTIVE MOIETY |
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