(8S,9S,10R,11R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: 63923c72-9089-4c41-89df-84e0fa4e865b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (8S,9S,10R,11R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-16-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC(CCC(C(C)C1C(CC2C1(CC(C3C2CCC4=CC(=O)CCC34C)O)C)OC5C(C(C(CO5)O)OC6C(C(C(C(O6)CO)O)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(C[C@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)CO
• InChI: InChI=1S/C38H62O14/c1-17(14-39)5-8-23(42)18(2)28-26(12-22-21-7-6-19-11-20(41)9-10-37(19,3)29(21)24(43)13-38(22,28)4)50-35-33(48)34(25(44)16-49-35)52-36-32(47)31(46)30(45)27(15-40)51-36/h11,17-18,21-36,39-40,42-48H,5-10,12-16H2,1-4H3/t17-,18+,21-,22-,23-,24+,25+,26-,27+,28-,29+,30+,31-,32+,33+,34-,35-,36-,37-,38-/m0/s1
• InChI Key: IOPZVHATZOARDL-QZHVXAOGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₄
• Molecular Weight: 742.90 g/mol
• Exact Mass: 742.41395665 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7838	78.38%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.5684	56.84%
P-glycoprotein inhibitior	+	0.6860	68.60%
P-glycoprotein substrate	+	0.6375	63.75%
CYP3A4 substrate	+	0.7515	75.15%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	+	0.6476	64.76%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9258	92.58%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7580	75.80%
Human Ether-a-go-go-Related Gene inhibition	+	0.7647	76.47%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7018	70.18%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9382	93.82%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.7792	77.92%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	-	0.6006	60.06%
Glucocorticoid receptor binding	+	0.5678	56.78%
Aromatase binding	+	0.6824	68.24%
PPAR gamma	+	0.6529	65.29%
Honey bee toxicity	-	0.6443	64.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9296	92.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.51%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.90%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	97.82%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.58%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.26%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.77%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.81%	91.24%
CHEMBL1871	P10275	Androgen Receptor	90.35%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.88%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.07%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.75%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.74%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.69%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.54%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.03%	96.61%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.01%	92.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.90%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.03%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.52%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.36%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.65%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.61%	92.88%
CHEMBL5255	O00206	Toll-like receptor 4	80.53%	92.50%

Plants that contains it

• Tribulus pentandrus

Cross-Links

• PubChem: 101361933
• LOTUS: LTS0048646
• wikiData: Q105116828