17-(2,3-dihydroxy-6-methylheptan-2-yl)-2,14-dihydroxy-10,13-dimethyl-3-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: adf3ff99-955a-40c6-8682-5a2a4d71c393
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-(2,3-dihydroxy-6-methylheptan-2-yl)-2,14-dihydroxy-10,13-dimethyl-3-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(CO5)O)O)O)O)C)C)O)O)O
• SMILES (Isomeric): CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(CO5)O)O)O)O)C)C)O)O)O
• InChI: InChI=1S/C32H52O10/c1-16(2)6-7-25(36)31(5,39)24-9-11-32(40)18-12-20(33)19-13-23(42-28-27(38)26(37)22(35)15-41-28)21(34)14-29(19,3)17(18)8-10-30(24,32)4/h12,16-17,19,21-28,34-40H,6-11,13-15H2,1-5H3
• InChI Key: YVYGCJBVFDRKJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₁₀
• Molecular Weight: 596.70 g/mol
• Exact Mass: 596.35604785 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9225	92.25%
Caco-2	-	0.7809	78.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8560	85.60%
OATP2B1 inhibitior	-	0.5859	58.59%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.8201	82.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7318	73.18%
BSEP inhibitior	+	0.6323	63.23%
P-glycoprotein inhibitior	+	0.6195	61.95%
P-glycoprotein substrate	+	0.6470	64.70%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.8027	80.27%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	+	0.5401	54.01%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9300	93.00%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4001	40.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.8906	89.06%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9150	91.50%
Acute Oral Toxicity (c)	III	0.5613	56.13%
Estrogen receptor binding	+	0.7121	71.21%
Androgen receptor binding	+	0.7292	72.92%
Thyroid receptor binding	-	0.5481	54.81%
Glucocorticoid receptor binding	+	0.6766	67.66%
Aromatase binding	+	0.6365	63.65%
PPAR gamma	+	0.5784	57.84%
Honey bee toxicity	-	0.7647	76.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9804	98.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.64%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.39%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.37%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	92.58%	94.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.15%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.12%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.01%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.78%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.07%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.88%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.54%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.08%	85.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.12%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.33%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.89%	94.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.72%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.56%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.51%	86.92%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.40%	90.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.19%	95.71%
CHEMBL226	P30542	Adenosine A1 receptor	82.95%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.69%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.56%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.10%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.42%	97.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.17%	96.90%
CHEMBL5028	O14672	ADAM10	80.81%	97.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.34%	94.66%

Plants that contains it

• Limnanthes douglasii

Cross-Links

• PubChem: 74379682
• LOTUS: LTS0252391
• wikiData: Q105366292