2-[[16-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-17-(3-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: f67882db-5d61-4f48-8c86-1460617f3a67
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[[16-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-17-(3-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC(CC3=CCC4C(C23C)CCC5(C4CC(C5C(C)C(CCC(C)C)O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)C)O)O)O)O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2CC(CC3=CCC4C(C23C)CCC5(C4CC(C5C(C)C(CCC(C)C)O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)C)O)O)O)O)C)O)O)O)O
• InChI: InChI=1S/C45H76O17/c1-18(2)8-11-27(48)19(3)31-28(59-43-39(56)40(34(51)29(17-46)60-43)62-42-38(55)36(53)33(50)21(5)58-42)16-26-24-10-9-22-14-23(47)15-30(45(22,7)25(24)12-13-44(26,31)6)61-41-37(54)35(52)32(49)20(4)57-41/h9,18-21,23-43,46-56H,8,10-17H2,1-7H3
• InChI Key: LRLCMFWKSNBLHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₇
• Molecular Weight: 889.10 g/mol
• Exact Mass: 888.50825095 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8887	88.87%
Caco-2	-	0.8805	88.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	-	0.2223	22.23%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5405	54.05%
P-glycoprotein inhibitior	+	0.7281	72.81%
P-glycoprotein substrate	+	0.6572	65.72%
CYP3A4 substrate	+	0.7369	73.69%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9065	90.65%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.9032	90.32%
CYP2C8 inhibition	+	0.7097	70.97%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.5843	58.43%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.8507	85.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7726	77.26%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7017	70.17%
skin sensitisation	-	0.8858	88.58%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.4714	47.14%
Estrogen receptor binding	+	0.7698	76.98%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	-	0.5408	54.08%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6509	65.09%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.6434	64.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9328	93.28%

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	98.87%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.84%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.29%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.07%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.42%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.96%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.56%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.01%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.40%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.40%	95.58%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.76%	97.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.76%	97.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.75%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	84.03%	94.73%
CHEMBL237	P41145	Kappa opioid receptor	83.10%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.07%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.91%	92.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.01%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.91%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.32%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.99%	92.88%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.06%	96.00%

Plants that contains it

• Allium schubertii

Cross-Links

• PubChem: 162875247
• LOTUS: LTS0122222
• wikiData: Q105156194