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

Details

• Internal ID: 5f033e4c-2e57-43b4-add7-301ee1a74fba
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[[3,16-dihydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C1C(CC2C1(CCC3C2CCC4C3(CC(C(C4)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)O
• SMILES (Isomeric): CC(C1C(CC2C1(CCC3C2CCC4C3(CC(C(C4)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)O
• InChI: InChI=1S/C27H46O9/c1-12(29)21-18(31)9-16-14-5-4-13-8-17(30)19(10-27(13,3)15(14)6-7-26(16,21)2)35-25-24(34)23(33)22(32)20(11-28)36-25/h12-25,28-34H,4-11H2,1-3H3
• InChI Key: PYXBSSKCUQRSGO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₉
• Molecular Weight: 514.60 g/mol
• Exact Mass: 514.31418304 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5844	58.44%
Caco-2	-	0.8504	85.04%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5952	59.52%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.8969	89.69%
P-glycoprotein inhibitior	-	0.6477	64.77%
P-glycoprotein substrate	-	0.7220	72.20%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.8990	89.90%
CYP2C9 inhibition	-	0.8931	89.31%
CYP2C19 inhibition	-	0.8927	89.27%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.8394	83.94%
CYP2C8 inhibition	-	0.6148	61.48%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7412	74.12%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.6169	61.69%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.7785	77.85%
Human Ether-a-go-go-Related Gene inhibition	+	0.6750	67.50%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7730	77.30%
skin sensitisation	-	0.9402	94.02%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	I	0.5666	56.66%
Estrogen receptor binding	+	0.5738	57.38%
Androgen receptor binding	+	0.6874	68.74%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.7077	70.77%
PPAR gamma	+	0.5416	54.16%
Honey bee toxicity	-	0.6480	64.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7909	79.09%

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	98.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.82%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	94.23%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.58%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	93.13%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.00%	95.58%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.85%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.07%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.84%	100.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	88.77%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	88.40%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.69%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	87.40%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.98%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.79%	90.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.16%	96.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.71%	98.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.60%	92.86%
CHEMBL4302	P08183	P-glycoprotein 1	85.09%	92.98%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.06%	92.88%
CHEMBL2581	P07339	Cathepsin D	84.36%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.01%	82.50%
CHEMBL4581	P52732	Kinesin-like protein 1	83.62%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.61%	97.14%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.37%	97.34%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.86%	99.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.78%	89.05%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.64%	96.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.55%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.48%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.59%	96.77%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.97%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.47%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.43%	97.93%
CHEMBL1871	P10275	Androgen Receptor	80.21%	96.43%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 14214016
• LOTUS: LTS0040420
• wikiData: Q105216831