methyl 2-[(3S,10S,13R)-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-methylideneheptanoate

Details

• Internal ID: 824073b0-5ce1-48bc-a4ba-063874262c6c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 2-[(3S,10S,13R)-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-methylideneheptanoate
• SMILES (Canonical): CC(C)C(=C)CCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)C(=O)OC
• SMILES (Isomeric): CC(C)C(=C)CCC(C1CCC2([C@@]1(CCC3=C2CCC4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)C(=O)OC
• InChI: InChI=1S/C32H52O3/c1-20(2)21(3)10-11-22(28(34)35-9)23-14-18-32(8)25-12-13-26-29(4,5)27(33)16-17-30(26,6)24(25)15-19-31(23,32)7/h20,22-23,26-27,33H,3,10-19H2,1-2,4-9H3/t22?,23?,26?,27-,30+,31+,32?/m0/s1
• InChI Key: TWXAWGPHWPVODQ-KYLJYVTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₃
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.39164552 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.88
• H-Bond Acceptor: 3
• 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	+	0.9965	99.65%
Caco-2	+	0.5901	59.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8315	83.15%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	-	0.3201	32.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8692	86.92%
P-glycoprotein inhibitior	-	0.4673	46.73%
P-glycoprotein substrate	-	0.6065	60.65%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7857	78.57%
CYP2C9 inhibition	-	0.6483	64.83%
CYP2C19 inhibition	-	0.7186	71.86%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.8938	89.38%
CYP2C8 inhibition	+	0.4803	48.03%
CYP inhibitory promiscuity	-	0.8072	80.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6353	63.53%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9059	90.59%
Skin irritation	+	0.5624	56.24%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4281	42.81%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5593	55.93%
skin sensitisation	-	0.6969	69.69%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6289	62.89%
Acute Oral Toxicity (c)	III	0.6393	63.93%
Estrogen receptor binding	+	0.7542	75.42%
Androgen receptor binding	+	0.7861	78.61%
Thyroid receptor binding	+	0.6664	66.64%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.7143	71.43%
PPAR gamma	+	0.6160	61.60%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.26%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.24%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.20%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.89%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.84%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.26%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.26%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.08%	97.25%
CHEMBL240	Q12809	HERG	83.69%	89.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.03%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.76%	100.00%
CHEMBL5028	O14672	ADAM10	82.05%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.01%	82.69%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.94%	95.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.76%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.46%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.39%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.41%	89.05%

Plants that contains it

• Nandina domestica

Cross-Links

• PubChem: 5319602
• NPASS: NPC175792