[10,13-dimethyl-17-[5-(3-methyl-2-propan-2-yloxiran-2-yl)-2-oxooxolan-3-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate

Details

• Internal ID: 812c7ed6-e2f5-4522-bbd0-591ab265ae6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [10,13-dimethyl-17-[5-(3-methyl-2-propan-2-yloxiran-2-yl)-2-oxooxolan-3-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
• SMILES (Canonical): CC1C(O1)(C2CC(C(=O)O2)C3C(CC4C3(CC=C5C4=CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC(=O)C)C(C)C
• SMILES (Isomeric): CC1C(O1)(C2CC(C(=O)O2)C3C(CC4C3(CC=C5C4=CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC(=O)C)C(C)C
• InChI: InChI=1S/C37H54O11/c1-17(2)37(18(3)48-37)28-14-23(33(43)47-28)29-26(44-19(4)39)15-25-22-8-7-20-13-21(9-11-35(20,5)24(22)10-12-36(25,29)6)45-34-32(42)31(41)30(40)27(16-38)46-34/h8,10,17-18,20-21,23,25-32,34,38,40-42H,7,9,11-16H2,1-6H3
• InChI Key: WAXAHNGSKKBSRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₄O₁₁
• Molecular Weight: 674.80 g/mol
• Exact Mass: 674.36661253 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8963	89.63%
Caco-2	-	0.8444	84.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8852	88.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8187	81.87%
OATP1B3 inhibitior	+	0.8726	87.26%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7231	72.31%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	+	0.6388	63.88%
CYP3A4 substrate	+	0.7401	74.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8934	89.34%
CYP3A4 inhibition	-	0.7080	70.80%
CYP2C9 inhibition	-	0.7414	74.14%
CYP2C19 inhibition	-	0.8922	89.22%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	+	0.6459	64.59%
CYP inhibitory promiscuity	-	0.8503	85.03%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5307	53.07%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.5838	58.38%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6917	69.17%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6702	67.02%
skin sensitisation	-	0.8924	89.24%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7138	71.38%
Acute Oral Toxicity (c)	I	0.5111	51.11%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	-	0.5165	51.65%
Glucocorticoid receptor binding	+	0.6969	69.69%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.6835	68.35%
Honey bee toxicity	-	0.6566	65.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	96.91%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.41%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.55%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.45%	94.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.27%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.00%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.97%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.95%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.21%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.64%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.45%	93.56%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.43%	94.97%
CHEMBL5255	O00206	Toll-like receptor 4	86.34%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.42%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.84%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	83.76%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.78%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	82.51%	98.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.39%	90.08%
CHEMBL5028	O14672	ADAM10	81.96%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.62%	91.19%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.45%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.69%	95.71%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 163044293
• LOTUS: LTS0171992
• wikiData: Q105300502