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

Details

• Internal ID: 893194ba-e1d5-4ade-b057-a2f991309a55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aS,6aS,10aS,10bS)-3-ethenyl-9-hydroxy-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,10b-hexahydrobenzo[f]chromen-8-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(C=C(C1=O)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=C(C(=O)C3(C)C)O)C)C)C=C
• InChI: InChI=1S/C20H30O3/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/h7,12,14-15,21H,1,8-11H2,2-6H3/t14-,15+,18+,19-,20+/m1/s1
• InChI Key: BLVDHUMGXIZGAM-OPTDIUSFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.58
• 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	+	0.9913	99.13%
Caco-2	+	0.7364	73.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7035	70.35%
P-glycoprotein inhibitior	-	0.7583	75.83%
P-glycoprotein substrate	-	0.8929	89.29%
CYP3A4 substrate	+	0.6007	60.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.6777	67.77%
CYP2C9 inhibition	-	0.9066	90.66%
CYP2C19 inhibition	-	0.8046	80.46%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.6600	66.00%
CYP2C8 inhibition	-	0.6627	66.27%
CYP inhibitory promiscuity	-	0.9429	94.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.5147	51.47%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4472	44.72%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5029	50.29%
skin sensitisation	-	0.5305	53.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6195	61.95%
Acute Oral Toxicity (c)	III	0.7697	76.97%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	-	0.5364	53.64%
Thyroid receptor binding	+	0.7940	79.40%
Glucocorticoid receptor binding	+	0.8170	81.70%
Aromatase binding	+	0.6959	69.59%
PPAR gamma	+	0.5405	54.05%
Honey bee toxicity	-	0.8779	87.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	99.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.20%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.50%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	84.16%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.32%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.55%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.36%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.87%	95.89%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 10639282
• LOTUS: LTS0239560
• wikiData: Q104938189