Basic information
- CAS
66428-89-5- Standard SMILES
C=C[C@@]1(C)CC(=O)[C@]2(O)[C@@]3(C)[C@@H](O)CCC(C)(C)[C@@H]3[C@H](O)[C@H](OC(C)=O)[C@@]2(C)O1- InChIKey
OHCQJHSOBUTRHG-KGGHGJDLSA-N- Molecular formula
- C22H34O7
- Average molar mass
- 410.5 g/mol
- Monoisotopic mass
- 410.23045343
Overview
Forskolin is a labdane diterpenoid isolated from the Indian Coleus plant. It has a role as an antihypertensive agent, a platelet aggregation inhibitor, an anti-HIV agent, a plant metabolite, a protein kinase A agonist and an adenylate cyclase agonist. It is a tertiary alpha-hydroxy ketone, an organic heterotricyclic compound, a triol, a labdane diterpenoid, a cyclic ketone and an acetate ester.
Names & identifiers
- Preferred name
- Forskolin
- IUPAC
- [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate
- English name
- Forskolin
- Molecular formula
- C22H34O7
- Molecular weight
- 410.5
Names & synonyms
forskolinColforsin66575-29-9ColeonolcolforsinacolforsineBoforsincolforsinumColeonolkHL 362DTXSID8040484L 75 1362B
Show more names
ForscolineForskolin RaceMateOHCQJHSOBUTRHG-UHFFFAOYSA-N1H-Naphtho[2,1-b]pyran-1-one, 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-
7beta-Acetoxy-8,13-epoxy-1alpha,6beta,9alpha-trihydroxylabd-14-en-11-oneHL-3621F7A44V6OUL-751362B[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetateNSC-357088NSC-375489(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-benzo[f]chromen-5-yl acetate
Database identifiers
- CAS
66428-89-5、66575-29-9- PubChem CID
- 47936
- DTXSID
DTXSID8040484- ChEMBL
CHEMBL52606- ChEBI
CHEBI:42471- UNII
- 1F7A44V6OU
- EC Number
- 266-410-9
- Nikkaji
- J22.273I
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 3
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 747
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
LogP3.12
Dietary Ingredients
Coleus forskohlii (forskolin)
Forskolin (coleus forskohlii)
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section
194.3 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8040484]
191.9 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
193.09 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Boiling point
- 519.9 · 519.9±50.0 °C(Predicted)
- Density
- 1.23 · 1.23±0.1 g/cm3(Predicted)
- pka
- 11 · 11.00±0.70(Predicted)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1% (1 of 99) of reports.
Warning
H312 (97%): Harmful in contact with skin [Warning Acute toxicity, dermal]
P280, P302+P352, P317, P321, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 99 reports by companies from 4 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (97%)
Toxicology
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Drugs used to cause dilation of the blood vessels.
Suppliers5 total
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
湖北达豪化工有限公司027-027-59106191 13986034860 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
淄博航宇生物科技发展有限公司+86-0533-2185556 +86-15965530500 · [email protected]
Additional notes
DefinitionChEBI: Acetic acid (3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f][1]benzopyran-5-yl) ester is a triterpenoid.
Related reactions
2 records
Compound notes
Loading…