(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 153175de-a0d8-4eae-90d2-8442babb5b00
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-6-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C(C)C1C(CC2C1(CCC3C2CCC4=CC(CCC34C)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)O)O)C)OC7C(C(C(CO7)O)O)O)O)CO
• SMILES (Isomeric): C[C@@H](CC[C@@H]([C@@H](C)[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C[C@H](CC[C@]34C)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)CO
• InChI: InChI=1S/C44H74O18/c1-19(15-45)5-8-26(48)20(2)31-28(59-40-36(54)32(50)27(49)18-57-40)14-25-23-7-6-21-13-22(9-11-43(21,3)24(23)10-12-44(25,31)4)58-41-38(56)35(53)39(30(17-47)61-41)62-42-37(55)34(52)33(51)29(16-46)60-42/h13,19-20,22-42,45-56H,5-12,14-18H2,1-4H3/t19-,20+,22-,23+,24-,25-,26-,27+,28-,29+,30+,31-,32-,33+,34-,35+,36+,37+,38+,39-,40-,41+,42-,43-,44-/m0/s1
• InChI Key: MNZFFNRXSBQDGD-KVUQKPLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₄O₁₈
• Molecular Weight: 891.00 g/mol
• Exact Mass: 890.48751551 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.59
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6996	69.96%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.8307	83.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8359	83.59%
P-glycoprotein inhibitior	+	0.7286	72.86%
P-glycoprotein substrate	+	0.5708	57.08%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9276	92.76%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.6921	69.21%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.7802	78.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.8308	83.08%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9829	98.29%
Acute Oral Toxicity (c)	I	0.4859	48.59%
Estrogen receptor binding	+	0.8196	81.96%
Androgen receptor binding	+	0.7073	70.73%
Thyroid receptor binding	-	0.5716	57.16%
Glucocorticoid receptor binding	+	0.5448	54.48%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.7460	74.60%
Honey bee toxicity	-	0.6403	64.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9013	90.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.99%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.26%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.95%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.50%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.21%	97.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.62%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.50%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.71%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.79%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.44%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.94%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.95%	95.83%
CHEMBL4581	P52732	Kinesin-like protein 1	81.30%	93.18%
CHEMBL221	P23219	Cyclooxygenase-1	81.29%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.49%	97.79%

Plants that contains it

• Tribulus pentandrus

Cross-Links

• PubChem: 101361934
• LOTUS: LTS0174347
• wikiData: Q105168703