3-Ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-1-one

Details

• Internal ID: c9fd38ce-6c14-459e-9557-c02494bc602c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-1-one
• SMILES (Canonical): CC1(CCCC2(C1C(C(C3(C2C(=O)CC(O3)(C)C=C)C)O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(C(C3(C2C(=O)CC(O3)(C)C=C)C)O)O)C)C
• InChI: InChI=1S/C20H32O4/c1-7-18(4)11-12(21)14-19(5)10-8-9-17(2,3)15(19)13(22)16(23)20(14,6)24-18/h7,13-16,22-23H,1,8-11H2,2-6H3
• InChI Key: PNQDGVYRLQBNOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9224	92.24%
Caco-2	+	0.5936	59.36%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6183	61.83%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6485	64.85%
P-glycoprotein inhibitior	-	0.7639	76.39%
P-glycoprotein substrate	-	0.8902	89.02%
CYP3A4 substrate	+	0.6016	60.16%
CYP2C9 substrate	-	0.8226	82.26%
CYP2D6 substrate	-	0.7884	78.84%
CYP3A4 inhibition	-	0.7246	72.46%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.8503	85.03%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.5648	56.48%
CYP2C8 inhibition	-	0.8451	84.51%
CYP inhibitory promiscuity	-	0.9599	95.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9555	95.55%
Skin irritation	-	0.5144	51.44%
Skin corrosion	-	0.8755	87.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6514	65.14%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7130	71.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7646	76.46%
Acute Oral Toxicity (c)	III	0.6982	69.82%
Estrogen receptor binding	+	0.7019	70.19%
Androgen receptor binding	-	0.5085	50.85%
Thyroid receptor binding	+	0.5906	59.06%
Glucocorticoid receptor binding	+	0.6940	69.40%
Aromatase binding	+	0.5345	53.45%
PPAR gamma	-	0.6983	69.83%
Honey bee toxicity	-	0.8376	83.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9519	95.19%

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	96.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.79%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.17%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.46%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.97%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%

Plants that contains it

• Plectranthus barbatus

Cross-Links

• PubChem: 1887
• LOTUS: LTS0034715
• wikiData: Q105212120