17-[2,6-dihydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: f3141d77-d826-47cd-ab45-bedad7a04078
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-[2,6-dihydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-1,2,3,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC12CCC3C(=CC(=O)C4C3(C(C(C(C4)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): CC12CCC3C(=CC(=O)C4C3(C(C(C(C4)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C33H54O13/c1-29(2,42)9-8-22(46-28-26(40)25(39)24(38)20(14-34)45-28)32(5,43)21-7-11-33(44)16-12-18(35)17-13-19(36)23(37)27(41)31(17,4)15(16)6-10-30(21,33)3/h12,15,17,19-28,34,36-44H,6-11,13-14H2,1-5H3
• InChI Key: IOJDAWSWQWSBHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₁₃
• Molecular Weight: 658.80 g/mol
• Exact Mass: 658.35644177 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.35
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8255	82.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.5835	58.35%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	-	0.5461	54.61%
P-glycoprotein inhibitior	+	0.6466	64.66%
P-glycoprotein substrate	+	0.5118	51.18%
CYP3A4 substrate	+	0.7183	71.83%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.5133	51.33%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9226	92.26%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7279	72.79%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7953	79.53%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.6793	67.93%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	+	0.6124	61.24%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.6261	62.61%
Honey bee toxicity	-	0.7022	70.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	99.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.15%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.16%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.41%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.51%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.89%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	88.25%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.85%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.54%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.10%	91.03%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.55%	94.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.31%	97.28%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.03%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.18%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.96%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	83.93%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.47%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.16%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.79%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.55%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.24%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.06%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.47%	96.47%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.46%	85.94%

Plants that contains it

• Silene brahuica

Cross-Links

• PubChem: 14828305
• LOTUS: LTS0006120
• wikiData: Q105116696