[(3S,7S,8S,9S,10R,12R,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-7,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: ebb7a549-fcf6-4753-8451-62536b3b82c7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,7S,8S,9S,10R,12R,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-7,14-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CC(C7(C(CCC7(C6C(C=C5C4)O)O)C(C)OC(=O)C)C)OC(=O)C8=CC=CC=C8)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6C[C@H]([C@@]7([C@H](CC[C@@]7([C@@H]6[C@H](C=C5C4)O)O)[C@H](C)OC(=O)C)C)OC(=O)C8=CC=CC=C8)C)C)C)O)OC)O
• InChI: InChI=1S/C51H76O17/c1-25(61-29(5)52)33-17-19-51(57)41-34(22-38(50(33,51)7)66-47(56)30-14-12-11-13-15-30)49(6)18-16-32(20-31(49)21-35(41)53)65-39-23-36(58-8)44(27(3)62-39)67-40-24-37(59-9)45(28(4)63-40)68-48-43(55)46(60-10)42(54)26(2)64-48/h11-15,21,25-28,32-46,48,53-55,57H,16-20,22-24H2,1-10H3/t25-,26+,27+,28+,32-,33+,34-,35-,36-,37-,38+,39-,40-,41-,42+,43+,44+,45+,46+,48-,49-,50-,51-/m0/s1
• InChI Key: NUTMBPBACYSVHF-RFJZXUBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₆O₁₇
• Molecular Weight: 961.10 g/mol
• Exact Mass: 960.50825095 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 17
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9547	95.47%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6972	69.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8438	84.38%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7374	73.74%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.7523	75.23%
P-glycoprotein substrate	+	0.7743	77.43%
CYP3A4 substrate	+	0.7408	74.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.6871	68.71%
CYP2C9 inhibition	-	0.8945	89.45%
CYP2C19 inhibition	-	0.9155	91.55%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.7897	78.97%
CYP2C8 inhibition	+	0.7602	76.02%
CYP inhibitory promiscuity	-	0.9249	92.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5156	51.56%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9050	90.50%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8138	81.38%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6457	64.57%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7036	70.36%
Acute Oral Toxicity (c)	I	0.3816	38.16%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.7368	73.68%
Thyroid receptor binding	+	0.6158	61.58%
Glucocorticoid receptor binding	+	0.8141	81.41%
Aromatase binding	+	0.5780	57.80%
PPAR gamma	+	0.8304	83.04%
Honey bee toxicity	-	0.6322	63.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5945	59.45%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.24%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.65%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.70%	89.00%
CHEMBL5028	O14672	ADAM10	91.38%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.14%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.70%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.34%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.33%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.11%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.72%	83.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.35%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.48%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.65%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	83.37%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.20%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.59%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.73%	94.97%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.58%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.84%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162876911
• LOTUS: LTS0066492
• wikiData: Q105186015