(3R,4aR,6S,6aS,10aS,10bR)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-ol

Details

• Internal ID: 0d57c6e2-2d56-4a54-b462-6aa91225def7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aR,6S,6aS,10aS,10bR)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-ol
• InChI: InChI=1S/C20H34O2/c1-7-18(4)12-9-15-19(5)11-8-10-17(2,3)16(19)14(21)13-20(15,6)22-18/h7,14-16,21H,1,8-13H2,2-6H3/t14-,15+,16-,18-,19+,20+/m0/s1
• InChI Key: UQDSVPUPHKZKFH-LWFMFQAFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 2
• 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	+	0.9893	98.93%
Caco-2	+	0.7832	78.32%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4703	47.03%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5529	55.29%
P-glycoprotein inhibitior	-	0.7994	79.94%
P-glycoprotein substrate	-	0.8890	88.90%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	0.6262	62.62%
CYP2D6 substrate	-	0.6909	69.09%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.5719	57.19%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.7014	70.14%
CYP2C8 inhibition	-	0.7057	70.57%
CYP inhibitory promiscuity	-	0.9526	95.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.5902	59.02%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5682	56.82%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.5509	55.09%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5101	51.01%
Acute Oral Toxicity (c)	III	0.8119	81.19%
Estrogen receptor binding	+	0.6655	66.55%
Androgen receptor binding	+	0.5644	56.44%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.7428	74.28%
Aromatase binding	-	0.4877	48.77%
PPAR gamma	-	0.5221	52.21%
Honey bee toxicity	-	0.7731	77.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8816	88.16%

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	96.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.79%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.29%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	86.84%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.88%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.26%	96.09%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	84.77%	88.81%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.45%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.33%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	83.18%	95.38%
CHEMBL1937	Q92769	Histone deacetylase 2	82.62%	94.75%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	81.92%	100.00%
CHEMBL325	Q13547	Histone deacetylase 1	80.11%	95.92%

Plants that contains it

• Stemodia trifoliata

Cross-Links

• PubChem: 11958348
• LOTUS: LTS0193468
• wikiData: Q105277189