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

Details

• Internal ID: f1093285-cf87-4d89-b376-485b1f528246
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aS,6aS,8R,10aR,10bS)-3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,8,10,10b-octahydrobenzo[f]chromen-9-one
• InChI: InChI=1S/C20H32O3/c1-7-18(4)10-8-15-19(5)12-13(21)16(22)17(2,3)14(19)9-11-20(15,6)23-18/h7,14-16,22H,1,8-12H2,2-6H3/t14-,15+,16+,18+,19-,20+/m1/s1
• InChI Key: WKRNXBWIIHEZTF-RBLKCTMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6281	62.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5285	52.85%
P-glycoprotein inhibitior	-	0.7992	79.92%
P-glycoprotein substrate	-	0.9126	91.26%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	-	0.6267	62.67%
CYP2C9 inhibition	-	0.8553	85.53%
CYP2C19 inhibition	-	0.7076	70.76%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.7054	70.54%
CYP2C8 inhibition	-	0.8286	82.86%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6910	69.10%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8674	86.74%
Skin irritation	-	0.5310	53.10%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6745	67.45%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5834	58.34%
skin sensitisation	-	0.6292	62.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7799	77.99%
Acute Oral Toxicity (c)	III	0.7543	75.43%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.5363	53.63%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.8172	81.72%
Aromatase binding	+	0.5659	56.59%
PPAR gamma	-	0.5799	57.99%
Honey bee toxicity	-	0.7820	78.20%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9785	97.85%

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	94.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.17%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.37%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.75%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.10%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.12%	92.94%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 44220868
• LOTUS: LTS0044429
• wikiData: Q105307654