methyl 2-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methyl-5-oxohept-6-enoate

Details

• Internal ID: e38dcd8d-5beb-40e4-bab7-ff56283f4d0f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 2-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methyl-5-oxohept-6-enoate
• SMILES (Canonical): CC(=C)C(=O)CCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)C(=O)OC
• SMILES (Isomeric): CC(=C)C(=O)CCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)C(=O)OC
• InChI: InChI=1S/C31H48O4/c1-19(2)24(32)11-9-20(27(34)35-8)21-13-17-31(7)23-10-12-25-28(3,4)26(33)15-16-29(25,5)22(23)14-18-30(21,31)6/h20-21,25-26,33H,1,9-18H2,2-8H3
• InChI Key: OZHXHHPPUQFCCJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.35526001 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	-	0.5672	56.72%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8668	86.68%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	-	0.5717	57.17%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6532	65.32%
BSEP inhibitior	+	0.8278	82.78%
P-glycoprotein inhibitior	+	0.5790	57.90%
P-glycoprotein substrate	-	0.5613	56.13%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.7088	70.88%
CYP2C9 inhibition	-	0.7523	75.23%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8693	86.93%
CYP2C8 inhibition	+	0.5387	53.87%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9038	90.38%
Skin irritation	+	0.5885	58.85%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.7663	76.63%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6003	60.03%
Acute Oral Toxicity (c)	III	0.6574	65.74%
Estrogen receptor binding	+	0.6942	69.42%
Androgen receptor binding	+	0.8009	80.09%
Thyroid receptor binding	+	0.6600	66.00%
Glucocorticoid receptor binding	+	0.7923	79.23%
Aromatase binding	+	0.7175	71.75%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.7215	72.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.27%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.85%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.64%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.11%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.88%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.72%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.70%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.58%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.43%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.26%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.72%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.02%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.09%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.86%	98.05%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.83%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.79%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.74%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.15%	92.62%
CHEMBL5028	O14672	ADAM10	80.13%	97.50%

Plants that contains it

• Ozoroa insignis

Cross-Links

• PubChem: 163034306
• LOTUS: LTS0253376
• wikiData: Q105203811