Forskolin

HCID 47936CAS 66428-89-5

基本情報

標準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
分子式: C22H34O7
平均分子量: 410.5 g/mol
単同位体質量: 410.23045343

概要

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.

名称と識別子

優先名称: 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

名称と別名

forskolinColforsin66575-29-9ColeonolcolforsinacolforsineBoforsincolforsinumColeonolkHL 362DTXSID8040484L 75 1362B

名称をさらに表示

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

データベース識別子

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

物性

構造計算による物性

XLogP: 1
極性表面積: 113 Å²
水素結合供与体数: 3
水素結合受容体数: 7
回転可能結合数: 3
重原子数: 29
形式電荷: 0
複雑度: 747

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]

LogP3.12

Dietary Ingredients · 2 件

Coleus forskohlii (forskolin)

Forskolin (coleus forskohlii)

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section · 3 件

194.3 Å² [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8040484]

191.9 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

193.09 Å² [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (97%)

毒性情報

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

MeSH Pharmacological Classification · 4 件

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.