[(1S)-1-[(3S,5S,8S,9R,10S,13R,14S,15R,17S)-8,14,15-trihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] benzoate

Details

• Internal ID: 2d2a4e1c-fec2-47e6-aa3d-133ba8f0d090
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,5S,8S,9R,10S,13R,14S,15R,17S)-8,14,15-trihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4(C3CCC5(C4(C(CC5C(C)OC(=O)C6=CC=CC=C6)O)O)C)O)C)O)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)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@@]4([C@@H]3CC[C@]5([C@@]4([C@@H](C[C@@H]5[C@H](C)OC(=O)C6=CC=CC=C6)O)O)C)O)C)O)OC)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C47H72O20/c1-21(62-40(57)23-9-7-6-8-10-23)26-18-30(49)47(59)45(26,4)15-13-29-44(3)14-12-25(17-24(44)11-16-46(29,47)58)64-43-37(56)39(60-5)38(22(2)63-43)67-42-36(55)34(53)32(51)28(66-42)20-61-41-35(54)33(52)31(50)27(19-48)65-41/h6-10,21-22,24-39,41-43,48-56,58-59H,11-20H2,1-5H3/t21-,22+,24-,25-,26+,27+,28+,29+,30+,31-,32-,33-,34-,35+,36+,37+,38-,39+,41+,42-,43-,44-,45+,46-,47+/m0/s1
• InChI Key: GEVIFNSAVMRQND-ZNCAWQDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₂₀
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.46169468 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 20
• 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	+	0.5692	56.92%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9510	95.10%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.6459	64.59%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9119	91.19%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.9067	90.67%
CYP2C8 inhibition	+	0.7304	73.04%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7001	70.01%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8464	84.64%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8555	85.55%
Acute Oral Toxicity (c)	I	0.4790	47.90%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.7279	72.79%
Aromatase binding	+	0.6129	61.29%
PPAR gamma	+	0.8261	82.61%
Honey bee toxicity	-	0.6860	68.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.8232	82.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.50%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.20%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.92%	89.44%
CHEMBL5028	O14672	ADAM10	89.69%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.07%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.59%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.50%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.49%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.08%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.99%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.39%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.74%	93.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.43%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.41%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	80.15%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104105
• LOTUS: LTS0135065
• wikiData: Q105007349