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

Details

• Internal ID: 3278f6bc-d335-4404-846f-0556dfdd66a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4aS,6aS,10S,10aR,10bS)-3-ethenyl-10-hydroxy-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,9,10,10b-octahydrobenzo[f]chromen-8-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(C(CC1=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@H](CC(=O)C3(C)C)O)C)C)C=C
• InChI: InChI=1S/C20H32O3/c1-7-18(4)10-8-14-19(5,23-18)11-9-13-17(2,3)15(21)12-16(22)20(13,14)6/h7,13-14,16,22H,1,8-12H2,2-6H3/t13-,14-,16+,18-,19+,20-/m1/s1
• InChI Key: NSOFQABPZBEMPW-QRUIDMHPSA-N
• Popularity: 0 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	+	0.7032	70.32%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6400	64.00%
P-glycoprotein inhibitior	-	0.6992	69.92%
P-glycoprotein substrate	-	0.8879	88.79%
CYP3A4 substrate	+	0.6131	61.31%
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	-	0.8078	80.78%
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	-	0.9300	93.00%
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	-	0.4041	40.41%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5459	54.59%
skin sensitisation	-	0.6467	64.67%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8187	81.87%
Acute Oral Toxicity (c)	III	0.6627	66.27%
Estrogen receptor binding	+	0.7292	72.92%
Androgen receptor binding	+	0.5424	54.24%
Thyroid receptor binding	+	0.6990	69.90%
Glucocorticoid receptor binding	+	0.7050	70.50%
Aromatase binding	+	0.7292	72.92%
PPAR gamma	-	0.5306	53.06%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	94.03%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.95%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.86%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.72%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.67%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.25%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.05%	92.94%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 11771581
• LOTUS: LTS0139219
• wikiData: Q105185161