3beta,17,22-Trihydroxycholesta-5-ene-16beta-yl 3-O-beta-D-xylopyranosyl-alpha-L-arabinopyranoside

Details

• Internal ID: 080b4453-b2ec-4cbc-9372-29015f0f564a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-3,17-dihydroxy-17-[(2R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(C)CCC(C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H](C(CCC(C)C)O)[C@]1([C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O
• InChI: InChI=1S/C37H62O12/c1-18(2)6-9-25(39)19(3)37(45)28(48-34-31(44)32(27(41)17-47-34)49-33-30(43)29(42)26(40)16-46-33)15-24-22-8-7-20-14-21(38)10-12-35(20,4)23(22)11-13-36(24,37)5/h7,18-19,21-34,38-45H,6,8-17H2,1-5H3/t19-,21+,22-,23+,24+,25?,26-,27+,28+,29+,30-,31-,32+,33+,34+,35+,36+,37-/m1/s1
• InChI Key: ZASVHPQOIKNCFH-WKXZVYSISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₂O₁₂
• Molecular Weight: 698.90 g/mol
• Exact Mass: 698.42412741 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8015	80.15%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7814	78.14%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8124	81.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5535	55.35%
P-glycoprotein inhibitior	+	0.6851	68.51%
P-glycoprotein substrate	+	0.7641	76.41%
CYP3A4 substrate	+	0.7430	74.30%
CYP2C9 substrate	-	0.7878	78.78%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.9606	96.06%
CYP2C9 inhibition	-	0.8693	86.93%
CYP2C19 inhibition	-	0.9041	90.41%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.7314	73.14%
CYP inhibitory promiscuity	-	0.9373	93.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5990	59.90%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7508	75.08%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5121	51.21%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	III	0.4835	48.35%
Estrogen receptor binding	+	0.6957	69.57%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	-	0.6288	62.88%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6517	65.17%
PPAR gamma	+	0.6399	63.99%
Honey bee toxicity	-	0.6839	68.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	98.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.93%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	97.59%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.77%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.54%	89.67%
CHEMBL1914	P06276	Butyrylcholinesterase	89.33%	95.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.10%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.97%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.52%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.54%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.49%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.42%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.60%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.58%	95.58%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.28%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.69%	85.14%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.09%	97.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.79%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.84%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.72%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.99%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.14%	85.31%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 10532735
• LOTUS: LTS0035750
• wikiData: Q105370090