[(5S,6R)-6-[(8S,9R,13R,14R,16R,17R)-3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-2-methylheptan-2-yl] acetate

Details

• Internal ID: 52ef120b-c634-41e7-9381-d0f1953a3c13
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(5S,6R)-6-[(8S,9R,13R,14R,16R,17R)-3,16-dihydroxy-4,9,13,14-tetramethyl-11-oxo-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-2-methylheptan-2-yl] acetate
• SMILES (Canonical): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(CCC(C)(C)OC(=O)C)O)O)O)C
• SMILES (Isomeric): CC1=C2CC[C@H]3[C@]4(C[C@H]([C@@H]([C@]4(CC(=O)[C@]3(C2=CC(=C1O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)[C@](C)([C@H](CCC(C)(C)OC(=O)C)O)O)O)C
• InChI: InChI=1S/C37H56O13/c1-17-19-9-10-24-34(5)14-21(40)31(37(8,47)25(41)11-12-33(3,4)50-18(2)39)35(34,6)15-26(42)36(24,7)20(19)13-22(27(17)43)48-32-30(46)29(45)28(44)23(16-38)49-32/h13,21,23-25,28-32,38,40-41,43-47H,9-12,14-16H2,1-8H3/t21-,23-,24+,25+,28-,29+,30-,31+,32-,34-,35-,36+,37+/m1/s1
• InChI Key: LGQOTCFFEQXKSO-WXEOTSLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₁₃
• Molecular Weight: 708.80 g/mol
• Exact Mass: 708.37209184 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.30
• 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	+	0.8454	84.54%
Caco-2	-	0.8560	85.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.8606	86.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.7198	71.98%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	+	0.6218	62.18%
CYP3A4 substrate	+	0.7279	72.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7174	71.74%
CYP2C9 inhibition	-	0.8160	81.60%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.5556	55.56%
CYP2C8 inhibition	+	0.7096	70.96%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7319	73.19%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.7128	71.28%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6788	67.88%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6348	63.48%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6996	69.96%
Acute Oral Toxicity (c)	III	0.4146	41.46%
Estrogen receptor binding	+	0.7376	73.76%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	-	0.5170	51.70%
Glucocorticoid receptor binding	+	0.7977	79.77%
Aromatase binding	+	0.7173	71.73%
PPAR gamma	+	0.7166	71.66%
Honey bee toxicity	-	0.6949	69.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	99.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.78%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.78%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.18%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.34%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.61%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.93%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.95%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.72%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.36%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.07%	82.38%
CHEMBL4581	P52732	Kinesin-like protein 1	87.94%	93.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.20%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.12%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.53%	97.25%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.28%	85.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.37%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.91%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	84.78%	92.50%
CHEMBL220	P22303	Acetylcholinesterase	83.27%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.24%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.09%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	81.02%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.36%	91.07%

Plants that contains it

• Cyclanthera pedata

Cross-Links

• PubChem: 162972944
• LOTUS: LTS0146900
• wikiData: Q105151532