(3R,4aR,6aR,10aS,10bR)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-1-one

Details

• Internal ID: 0bc3dcce-1ee0-40a9-9161-46cf03f25418
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aR,6aR,10aS,10bR)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-1-one
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2C(=O)CC(O3)(C)C=C)C)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@H]1CC[C@@]3([C@@H]2C(=O)C[C@](O3)(C)C=C)C)(C)C
• InChI: InChI=1S/C20H32O2/c1-7-18(4)13-14(21)16-19(5)11-8-10-17(2,3)15(19)9-12-20(16,6)22-18/h7,15-16H,1,8-13H2,2-6H3/t15-,16-,18+,19+,20-/m1/s1
• InChI Key: ZKHYAMNFKKHLJM-OMZCVMJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7601	76.01%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3602	36.02%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5682	56.82%
P-glycoprotein inhibitior	-	0.7625	76.25%
P-glycoprotein substrate	-	0.9375	93.75%
CYP3A4 substrate	+	0.6033	60.33%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.7795	77.95%
CYP3A4 inhibition	-	0.8044	80.44%
CYP2C9 inhibition	-	0.8023	80.23%
CYP2C19 inhibition	+	0.6075	60.75%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.5745	57.45%
CYP2C8 inhibition	-	0.7556	75.56%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9489	94.89%
Eye irritation	-	0.8503	85.03%
Skin irritation	-	0.5931	59.31%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	+	0.5587	55.87%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.8346	83.46%
Acute Oral Toxicity (c)	III	0.8076	80.76%
Estrogen receptor binding	+	0.5976	59.76%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	+	0.5965	59.65%
Aromatase binding	-	0.5427	54.27%
PPAR gamma	-	0.6713	67.13%
Honey bee toxicity	-	0.8021	80.21%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9529	95.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	85.66%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.60%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.66%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.53%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.79%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.03%	89.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	81.58%	99.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.53%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.84%	93.00%

Plants that contains it

• Plectranthus barbatus

Cross-Links

• PubChem: 162981697
• LOTUS: LTS0027149
• wikiData: Q105378472