(3S,4aS,6aS,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,10b-hexahydrobenzo[f]chromen-8-one

Details

• Internal ID: c0bfb892-dcd7-4208-8da4-e9fc7bfca076
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4aS,6aS,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,10b-hexahydrobenzo[f]chromen-8-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(C=CC1=O)C)CCC(O3)(C)C=C)C)C
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@@](O1)(CC[C@H]3[C@]2(C=CC(=O)C3(C)C)C)C)C=C
• InChI: InChI=1S/C20H30O2/c1-7-18(4)11-8-15-19(5)12-10-16(21)17(2,3)14(19)9-13-20(15,6)22-18/h7,10,12,14-15H,1,8-9,11,13H2,2-6H3/t14-,15+,18-,19-,20+/m1/s1
• InChI Key: AZVIJSYTQXKXMV-DGWIIEBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.70
• 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	+	0.9955	99.55%
Caco-2	+	0.7570	75.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4779	47.79%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5345	53.45%
P-glycoprotein inhibitior	-	0.6968	69.68%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.6774	67.74%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	+	0.5248	52.48%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.6392	63.92%
CYP2C8 inhibition	-	0.8019	80.19%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3958	39.58%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5096	50.96%
skin sensitisation	+	0.6273	62.73%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8047	80.47%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7203	72.03%
Glucocorticoid receptor binding	+	0.7320	73.20%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	-	0.5900	59.00%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.25%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.15%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.09%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.21%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.16%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.63%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	81.14%	96.00%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 11255109
• LOTUS: LTS0134568
• wikiData: Q104921950