[6-hydroxy-2-methyl-6-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl] acetate

Details

• Internal ID: c659a208-2457-462f-a693-5ccae4963ff5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [6-hydroxy-2-methyl-6-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)OC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C35H56O13/c1-17(37)48-31(2,3)10-9-26(47-30-29(43)28(42)27(41)24(16-36)46-30)34(6,44)25-8-12-35(45)19-13-21(38)20-14-22(39)23(40)15-32(20,4)18(19)7-11-33(25,35)5/h13,18,20,22-30,36,39-45H,7-12,14-16H2,1-6H3
• InChI Key: URINUHVDRGPXSD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₃
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.37209184 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8868	88.68%
Caco-2	-	0.8515	85.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8704	87.04%
OATP2B1 inhibitior	-	0.7259	72.59%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.8029	80.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5600	56.00%
BSEP inhibitior	+	0.7984	79.84%
P-glycoprotein inhibitior	+	0.7188	71.88%
P-glycoprotein substrate	+	0.5759	57.59%
CYP3A4 substrate	+	0.7328	73.28%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.7708	77.08%
CYP2C9 inhibition	-	0.7891	78.91%
CYP2C19 inhibition	-	0.9175	91.75%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8441	84.41%
CYP2C8 inhibition	+	0.6042	60.42%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9193	91.93%
Skin irritation	+	0.5434	54.34%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7332	73.32%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5173	51.73%
skin sensitisation	-	0.9183	91.83%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7294	72.94%
Acute Oral Toxicity (c)	III	0.6943	69.43%
Estrogen receptor binding	+	0.7140	71.40%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	-	0.5802	58.02%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.6936	69.36%
PPAR gamma	+	0.6677	66.77%
Honey bee toxicity	-	0.7015	70.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9750	97.50%

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	99.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.57%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.20%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.80%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.45%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.26%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.93%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.48%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.42%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.29%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.20%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.09%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.91%	91.07%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.88%	94.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.84%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.39%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.16%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.91%	89.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.63%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.62%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.49%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.23%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.15%	96.90%

Plants that contains it

• Silene turkestanica

Cross-Links

• PubChem: 73834413
• LOTUS: LTS0014901
• wikiData: Q105277798