[(3S,5S,8S,9R,10S,12R,13S,14R,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-[1-(3-methylbutanoyloxy)ethyl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: 98d0582f-e842-4b39-b453-63e42231fb88
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,5S,8S,9R,10S,12R,13S,14R,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-[1-(3-methylbutanoyloxy)ethyl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4(C3CC(C5(C4(CCC5C(C)OC(=O)CC(C)C)O)C)OC(=O)C6=CC=CC=C6)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]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C(C)OC(=O)CC(C)C)O)C)OC(=O)C6=CC=CC=C6)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/C52H80O21/c1-24(2)19-35(54)67-25(3)30-15-18-52(64)50(30,6)34(72-45(62)27-11-9-8-10-12-27)21-33-49(5)16-14-29(20-28(49)13-17-51(33,52)63)69-48-42(61)44(65-7)43(26(4)68-48)73-47-41(60)39(58)37(56)32(71-47)23-66-46-40(59)38(57)36(55)31(22-53)70-46/h8-12,24-26,28-34,36-44,46-48,53,55-61,63-64H,13-23H2,1-7H3/t25?,26-,28+,29+,30-,31-,32-,33-,34-,36-,37-,38+,39+,40-,41-,42-,43+,44-,46-,47+,48+,49+,50+,51+,52-/m1/s1
• InChI Key: HOYNHIJMZRIZCF-VPPICCCCSA-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: 0.90
• 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	+	0.5999	59.99%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7453	74.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8299	82.99%
OATP1B3 inhibitior	+	0.8924	89.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9713	97.13%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.7574	75.74%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.7645	76.45%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.7550	75.50%
CYP inhibitory promiscuity	-	0.9772	97.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6703	67.03%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.7312	73.12%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7836	78.36%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9332	93.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8549	85.49%
Acute Oral Toxicity (c)	I	0.4397	43.97%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.6321	63.21%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6033	60.33%
PPAR gamma	+	0.8376	83.76%
Honey bee toxicity	-	0.6590	65.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9056	90.56%

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	97.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.87%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.78%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.51%	94.23%
CHEMBL5028	O14672	ADAM10	92.19%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.67%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.55%	94.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.40%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.20%	95.89%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.77%	91.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.37%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.70%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.41%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.00%	94.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.29%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.18%	93.04%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.18%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.13%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101992970
• LOTUS: LTS0007779
• wikiData: Q105031586