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

Details

• Internal ID: 36d21517-5eb9-421c-a994-9b00e1753202
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4aS,6aS,10aR,10bS)-3-ethenyl-2-hydroxy-3,4a,7,7,10a-pentamethyl-1,2,5,6,6a,10b-hexahydrobenzo[f]chromen-8-one
• InChI: InChI=1S/C20H30O3/c1-7-19(5)16(22)12-14-18(4)10-9-15(21)17(2,3)13(18)8-11-20(14,6)23-19/h7,9-10,13-14,16,22H,1,8,11-12H2,2-6H3/t13-,14+,16-,18-,19-,20+/m1/s1
• InChI Key: DYMNHWONKYGXHK-NIVYOZJYSA-N
• Popularity: 2 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: 3.30
• Atomic LogP (AlogP): 3.67
• 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	+	0.9922	99.22%
Caco-2	+	0.5826	58.26%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5908	59.08%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5063	50.63%
P-glycoprotein inhibitior	-	0.7446	74.46%
P-glycoprotein substrate	-	0.8028	80.28%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.5997	59.97%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.8276	82.76%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.7766	77.66%
CYP2C8 inhibition	-	0.7332	73.32%
CYP inhibitory promiscuity	-	0.9762	97.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7070	70.70%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9462	94.62%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5806	58.06%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5904	59.04%
skin sensitisation	-	0.5719	57.19%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6580	65.80%
Acute Oral Toxicity (c)	III	0.7469	74.69%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	-	0.5508	55.08%
Thyroid receptor binding	+	0.7294	72.94%
Glucocorticoid receptor binding	+	0.7559	75.59%
Aromatase binding	+	0.6139	61.39%
PPAR gamma	-	0.5414	54.14%
Honey bee toxicity	-	0.8630	86.30%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9569	95.69%

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	98.91%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.55%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.67%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	83.69%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.52%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.84%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.44%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.89%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 11370578
• LOTUS: LTS0012846
• wikiData: Q104991430