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

Details

• Internal ID: aeccd94b-d430-453e-b794-787e7aa92d01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aR,6aS,7S,10aS,10bR)-3-ethenyl-7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-1,2,5,6,6a,8,10,10b-octahydrobenzo[f]chromen-9-one
• SMILES (Canonical): CC1(CCC2C(O1)(CCC3C2(CC(=O)CC3(C)CO)C)C)C=C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2[C@](O1)(CC[C@H]3[C@@]2(CC(=O)C[C@]3(C)CO)C)C)C=C
• InChI: InChI=1S/C20H32O3/c1-6-18(3)9-7-16-19(4)12-14(22)11-17(2,13-21)15(19)8-10-20(16,5)23-18/h6,15-16,21H,1,7-13H2,2-5H3/t15-,16-,17-,18+,19+,20-/m1/s1
• InChI Key: RJJOOMXDEZGZER-QONVVCGCSA-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: 2.80
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.7564	75.64%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	+	0.5398	53.98%
BSEP inhibitior	-	0.5196	51.96%
P-glycoprotein inhibitior	-	0.8132	81.32%
P-glycoprotein substrate	-	0.9006	90.06%
CYP3A4 substrate	+	0.6260	62.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8025	80.25%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6831	68.31%
CYP2C19 inhibition	-	0.6929	69.29%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.7265	72.65%
CYP2C8 inhibition	-	0.7406	74.06%
CYP inhibitory promiscuity	-	0.9146	91.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7167	71.67%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.7493	74.93%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4128	41.28%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6811	68.11%
skin sensitisation	-	0.7630	76.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8030	80.30%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.6642	66.42%
Androgen receptor binding	-	0.5109	51.09%
Thyroid receptor binding	+	0.6326	63.26%
Glucocorticoid receptor binding	+	0.7315	73.15%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	-	0.6236	62.36%
Honey bee toxicity	-	0.8272	82.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9267	92.67%

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	94.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.36%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.67%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.93%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.40%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.98%	95.89%

Plants that contains it

• Manoao colensoi

Cross-Links

• PubChem: 163105821
• LOTUS: LTS0210193
• wikiData: Q105237545