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

Details

• Internal ID: 8bcb9672-cb1a-4031-99fc-f6336ee142ff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,4aS,6aS,10aR,10bR)-3-ethenyl-1-hydroxy-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one
• InChI: InChI=1S/C20H32O3/c1-7-18(4)12-13(21)16-19(5)10-9-15(22)17(2,3)14(19)8-11-20(16,6)23-18/h7,13-14,16,21H,1,8-12H2,2-6H3/t13-,14+,16-,18-,19+,20-/m0/s1
• InChI Key: XGGIAKWAYXZMGM-RBMZFJRISA-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: 3.10
• 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	+	0.9900	99.00%
Caco-2	+	0.7546	75.46%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5993	59.93%
P-glycoprotein inhibitior	-	0.7148	71.48%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.6288	62.88%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	-	0.5861	58.61%
CYP2C9 inhibition	-	0.8599	85.99%
CYP2C19 inhibition	-	0.7570	75.70%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.7419	74.19%
CYP2C8 inhibition	-	0.7812	78.12%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9578	95.78%
Skin irritation	+	0.5328	53.28%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5294	52.94%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.6467	64.67%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6792	67.92%
Acute Oral Toxicity (c)	III	0.6627	66.27%
Estrogen receptor binding	+	0.7546	75.46%
Androgen receptor binding	+	0.5306	53.06%
Thyroid receptor binding	+	0.6848	68.48%
Glucocorticoid receptor binding	+	0.6765	67.65%
Aromatase binding	+	0.6577	65.77%
PPAR gamma	-	0.5713	57.13%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	95.49%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.51%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.40%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.14%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	80.10%	96.00%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 15227422
• LOTUS: LTS0119758
• wikiData: Q105327585