2-(2,3-dihydroxy-4-methylpentan-3-yl)-4-[16-hydroxy-10,13-dimethyl-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-17-yl]-2H-furan-5-one

Details

• Internal ID: a8f1e63e-59cd-40c7-b6ef-e3550ce59f55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-(2,3-dihydroxy-4-methylpentan-3-yl)-4-[16-hydroxy-10,13-dimethyl-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-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC(C)C(C1C=C(C(=O)O1)C2C(CC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)(C(C)O)O
• SMILES (Isomeric): CC(C)C(C1C=C(C(=O)O1)C2C(CC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)(C(C)O)O
• InChI: InChI=1S/C35H52O11/c1-16(2)35(43,17(3)37)26-13-21(31(42)46-26)27-24(38)14-23-20-7-6-18-12-19(8-10-33(18,4)22(20)9-11-34(23,27)5)44-32-30(41)29(40)28(39)25(15-36)45-32/h7,9,13,16-19,23-30,32,36-41,43H,6,8,10-12,14-15H2,1-5H3
• InChI Key: WZBLRWPHTJMQRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₁
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.35096247 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9268	92.68%
Caco-2	-	0.8524	85.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8762	87.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7959	79.59%
OATP1B3 inhibitior	+	0.8560	85.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6580	65.80%
P-glycoprotein inhibitior	+	0.6676	66.76%
P-glycoprotein substrate	+	0.5649	56.49%
CYP3A4 substrate	+	0.7242	72.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.8141	81.41%
CYP2C9 inhibition	-	0.8376	83.76%
CYP2C19 inhibition	-	0.9269	92.69%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.6697	66.97%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5232	52.32%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9235	92.35%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7594	75.94%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5923	59.23%
skin sensitisation	-	0.9065	90.65%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4891	48.91%
Acute Oral Toxicity (c)	I	0.6410	64.10%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7175	71.75%
Thyroid receptor binding	+	0.5203	52.03%
Glucocorticoid receptor binding	+	0.6586	65.86%
Aromatase binding	+	0.6266	62.66%
PPAR gamma	+	0.6658	66.58%
Honey bee toxicity	-	0.6381	63.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9722	97.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.30%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	97.48%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.18%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.71%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	93.16%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.69%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	89.89%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.79%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.15%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.30%	97.29%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.18%	96.37%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.62%	93.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.00%	97.33%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.76%	94.97%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.57%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	83.44%	95.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.08%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.66%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.99%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.93%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.86%	98.10%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.80%	94.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.59%	96.61%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.42%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.30%	92.50%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 162980947
• LOTUS: LTS0142892
• wikiData: Q105322942