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

Details

• Internal ID: b35a827a-57ce-4916-ab97-0142e3abd1be
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,5S,8S,9R,10S,13R,14S,15R,17S)-8,14-dihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(1S)-1-[(2S)-2-methylbutanoyl]oxyethyl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-15-yl] benzoate
• SMILES (Canonical): CCC(C)C(=O)OC(C)C1CC(C2(C1(CCC3C2(CCC4C3(CCC(C4)OC5C(C(C(C(O5)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)OC)O)C)O)C)O)OC(=O)C8=CC=CC=C8
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H](C)[C@H]1C[C@H]([C@]2([C@@]1(CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)OC)O)C)O)C)O)OC(=O)C8=CC=CC=C8
• InChI: InChI=1S/C52H80O21/c1-8-24(2)44(61)67-25(3)30-21-34(72-45(62)27-12-10-9-11-13-27)52(64)50(30,6)18-16-33-49(5)17-15-29(20-28(49)14-19-51(33,52)63)69-48-41(60)43(65-7)42(26(4)68-48)73-47-40(59)38(57)36(55)32(71-47)23-66-46-39(58)37(56)35(54)31(22-53)70-46/h9-13,24-26,28-43,46-48,53-60,63-64H,8,14-23H2,1-7H3/t24-,25-,26+,28-,29-,30+,31+,32+,33+,34+,35+,36+,37-,38-,39+,40+,41+,42-,43+,46+,47-,48-,49-,50+,51-,52+/m0/s1
• InChI Key: BDKYXBXEOQIKHZ-KPZCXXNASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₀O₂₁
• Molecular Weight: 1041.20 g/mol
• Exact Mass: 1040.51920956 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 21
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6743	67.43%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6787	67.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8226	82.26%
OATP1B3 inhibitior	+	0.9000	90.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9729	97.29%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.7021	70.21%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.6916	69.16%
CYP2C9 inhibition	-	0.9053	90.53%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.9030	90.30%
CYP2C8 inhibition	+	0.7780	77.80%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6742	67.42%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.6890	68.90%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8129	81.29%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.9399	93.99%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8880	88.80%
Acute Oral Toxicity (c)	II	0.3493	34.93%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	+	0.7377	73.77%
Thyroid receptor binding	+	0.6326	63.26%
Glucocorticoid receptor binding	+	0.7927	79.27%
Aromatase binding	+	0.6341	63.41%
PPAR gamma	+	0.8391	83.91%
Honey bee toxicity	-	0.6362	63.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9123	91.23%

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	97.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.18%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.42%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.47%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.90%	97.25%
CHEMBL5028	O14672	ADAM10	89.69%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.67%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.26%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.46%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.85%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	84.84%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.29%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.19%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.70%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.09%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.75%	95.89%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.54%	92.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.38%	92.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.23%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.95%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103482
• LOTUS: LTS0249286
• wikiData: Q104924345