(3S,8R,9S,10R,13S,14S,17S)-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-17-[(1S)-1-hydroxy-2-methoxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthrene-14,17-diol

Details

• Internal ID: 641d80fc-408d-4a4b-a23b-ec3b0b6c2934
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8R,9S,10R,13S,14S,17S)-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-17-[(1S)-1-hydroxy-2-methoxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthrene-14,17-diol
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3CCC4(C5CCC6(C(C5CC=C4C3)(CCC6(C(COC)O)O)O)C)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@@]([C@@H]5CC=C4C3)(CC[C@]6([C@H](COC)O)O)O)C)C)C)OC)O
• InChI: InChI=1S/C35H58O11/c1-19-30(38)26(42-6)17-29(43-19)46-31-20(2)44-28(16-25(31)36)45-22-9-11-32(3)21(15-22)7-8-24-23(32)10-12-33(4)34(24,39)13-14-35(33,40)27(37)18-41-5/h7,19-20,22-31,36-40H,8-18H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28+,29+,30-,31-,32+,33+,34+,35-/m1/s1
• InChI Key: WEHSXCOPWFFJPK-FUPJEDBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₁₁
• Molecular Weight: 654.80 g/mol
• Exact Mass: 654.39791266 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8493	84.93%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	0.5986	59.86%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7502	75.02%
P-glycoprotein inhibitior	+	0.7079	70.79%
P-glycoprotein substrate	+	0.7241	72.41%
CYP3A4 substrate	+	0.7239	72.39%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9402	94.02%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	-	0.9153	91.53%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.9156	91.56%
CYP2C8 inhibition	+	0.5605	56.05%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9303	93.03%
Skin irritation	-	0.5454	54.54%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6424	64.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7962	79.62%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8781	87.81%
Acute Oral Toxicity (c)	I	0.4498	44.98%
Estrogen receptor binding	+	0.7547	75.47%
Androgen receptor binding	+	0.7754	77.54%
Thyroid receptor binding	-	0.6260	62.60%
Glucocorticoid receptor binding	+	0.6003	60.03%
Aromatase binding	+	0.7080	70.80%
PPAR gamma	+	0.6505	65.05%
Honey bee toxicity	-	0.6929	69.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8851	88.51%

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	99.32%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	97.89%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.56%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.67%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.79%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.36%	97.09%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	92.25%	87.16%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.63%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.62%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.18%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.35%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.31%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.53%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.33%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.05%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.59%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.02%	94.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.95%	95.71%
CHEMBL255	P29275	Adenosine A2b receptor	82.27%	98.59%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.75%	94.97%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.19%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.35%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.23%	94.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.03%	96.00%

Plants that contains it

• Periploca sepium

Cross-Links

• PubChem: 102479614
• LOTUS: LTS0141837
• wikiData: Q105303003