(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(3S,5S,8R,9S,10S,11S,12S,13S,14S,17S)-11,12,14-trihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: af620db1-bb97-4fe1-9066-21f87b30c440
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(3S,5S,8R,9S,10S,11S,12S,13S,14S,17S)-11,12,14-trihydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3C(C(C5(C4(CCC5C(C)O)O)C)O)O)C)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]4[C@@H]3[C@@H]([C@H]([C@]5([C@@]4(CC[C@@H]5[C@@H](C)O)O)C)O)O)C)O)O)O[C@@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C33H56O14/c1-13(35)17-8-10-33(43)18-6-5-15-11-16(7-9-31(15,3)20(18)22(37)28(42)32(17,33)4)45-29-26(41)24(39)27(14(2)44-29)47-30-25(40)23(38)21(36)19(12-34)46-30/h13-30,34-43H,5-12H2,1-4H3/t13-,14+,15+,16+,17-,18-,19-,20-,21+,22+,23+,24+,25-,26+,27-,28-,29+,30-,31+,32+,33+/m1/s1
• InChI Key: UNWBBBCIZYEGIZ-CTKGXCDPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆O₁₄
• Molecular Weight: 676.80 g/mol
• Exact Mass: 676.36700646 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6067	60.67%
OATP2B1 inhibitior	-	0.8668	86.68%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9017	90.17%
P-glycoprotein inhibitior	+	0.6366	63.66%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7057	70.57%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.9251	92.51%
CYP2D6 inhibition	-	0.9642	96.42%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	-	0.6140	61.40%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.6206	62.06%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7203	72.03%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7718	77.18%
skin sensitisation	-	0.9444	94.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8329	83.29%
Acute Oral Toxicity (c)	I	0.6426	64.26%
Estrogen receptor binding	+	0.7091	70.91%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	-	0.6019	60.19%
Glucocorticoid receptor binding	-	0.5124	51.24%
Aromatase binding	+	0.6853	68.53%
PPAR gamma	+	0.6232	62.32%
Honey bee toxicity	-	0.6715	67.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7605	76.05%

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	97.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.41%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.64%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	90.26%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	90.14%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.04%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.60%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.62%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.13%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.63%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.35%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.44%	97.86%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.48%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.63%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.45%	96.77%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.34%	98.46%
CHEMBL2996	Q05655	Protein kinase C delta	82.29%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.21%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.97%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.95%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.63%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.97%	100.00%

Plants that contains it

• Marsdenia roylei

Cross-Links

• PubChem: 162897408
• LOTUS: LTS0002538
• wikiData: Q105276160