methyl (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-15-[(E,2R)-6-hydroxy-6-methyl-1-oxohept-4-en-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate

Details

• Internal ID: ff23b1d3-75b0-4f35-9243-975c2e5d493e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: methyl (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-15-[(E,2R)-6-hydroxy-6-methyl-1-oxohept-4-en-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate
• SMILES (Canonical): CC12CCC34CC35C(CCC4C1(CCC2C(CC=CC(C)(C)O)C=O)C)C(C(CC5O)O)(C)C(=O)OC
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@]35[C@@H](CC[C@H]4[C@@]1(CC[C@@H]2[C@@H](C/C=C/C(C)(C)O)C=O)C)[C@]([C@H](C[C@@H]5O)O)(C)C(=O)OC
• InChI: InChI=1S/C31H48O6/c1-26(2,36)12-7-8-19(17-32)20-11-13-28(4)21-9-10-22-29(5,25(35)37-6)23(33)16-24(34)31(22)18-30(21,31)15-14-27(20,28)3/h7,12,17,19-24,33-34,36H,8-11,13-16,18H2,1-6H3/b12-7+/t19-,20+,21-,22-,23-,24-,27+,28-,29-,30-,31+/m0/s1
• InChI Key: TYVLOHFZVJSLIQ-RYSSIURDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₆
• Molecular Weight: 516.70 g/mol
• Exact Mass: 516.34508925 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL117101

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.6839	68.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	-	0.2660	26.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9575	95.75%
P-glycoprotein inhibitior	-	0.4640	46.40%
P-glycoprotein substrate	+	0.5308	53.08%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.6965	69.65%
CYP2C9 inhibition	-	0.5409	54.09%
CYP2C19 inhibition	-	0.7795	77.95%
CYP2D6 inhibition	-	0.9580	95.80%
CYP1A2 inhibition	-	0.8163	81.63%
CYP2C8 inhibition	+	0.6188	61.88%
CYP inhibitory promiscuity	-	0.8922	89.22%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7275	72.75%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.5536	55.36%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4168	41.68%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7830	78.30%
Acute Oral Toxicity (c)	I	0.4173	41.73%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.7395	73.95%
Aromatase binding	+	0.7281	72.81%
PPAR gamma	+	0.5515	55.15%
Honey bee toxicity	-	0.6236	62.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	97.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.67%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.28%	96.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.37%	96.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.55%	95.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.23%	85.31%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.85%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.83%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.27%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.58%	96.77%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.25%	95.71%
CHEMBL3837	P07711	Cathepsin L	88.21%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.70%	92.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.22%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.04%	95.69%
CHEMBL1871	P10275	Androgen Receptor	86.21%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.95%	92.62%
CHEMBL4208	P20618	Proteasome component C5	85.95%	90.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.77%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.65%	100.00%
CHEMBL5028	O14672	ADAM10	85.61%	97.50%
CHEMBL2581	P07339	Cathepsin D	85.19%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.77%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.63%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.59%	90.93%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.79%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.18%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.03%	97.47%
CHEMBL226	P30542	Adenosine A1 receptor	81.78%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.62%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.56%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.54%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.27%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.03%	94.00%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 44344717
• NPASS: NPC257082
• ChEMBL: CHEMBL117101
• LOTUS: LTS0012360
• wikiData: Q105267755