[(2S,3R,4S,5S)-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,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]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 7325a3fe-031c-4eea-9e1f-2806fbd5f54d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5S)-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,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]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)C)C)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC(=O)C)O
• SMILES (Isomeric): C[C@H](C(=O)CCC(C)C)[C@]1([C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)OC(=O)C)O
• InChI: InChI=1S/C51H82O23/c1-21(2)7-10-29(54)22(3)51(65)34(73-48-44(69-23(4)53)43(31(56)19-67-48)74-46-40(62)35(57)30(55)18-66-46)16-28-26-9-8-24-15-25(11-13-49(24,5)27(26)12-14-50(28,51)6)70-47-42(64)39(61)37(59)33(72-47)20-68-45-41(63)38(60)36(58)32(17-52)71-45/h8,21-22,25-28,30-48,52,55-65H,7,9-20H2,1-6H3/t22-,25+,26-,27+,28+,30-,31+,32-,33-,34+,35+,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47-,48+,49+,50+,51-/m1/s1
• InChI Key: GFFVWOXSIXOPIH-WHYFRHAMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8033	80.33%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8646	86.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	-	0.2602	26.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.6988	69.88%
CYP3A4 substrate	+	0.7547	75.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	+	0.7542	75.42%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.5158	51.58%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.8328	83.28%
Androgen receptor binding	+	0.7442	74.42%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	+	0.7836	78.36%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.8213	82.13%
Honey bee toxicity	-	0.6235	62.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9631	96.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.52%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.30%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	96.89%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.97%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.72%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.13%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.47%	89.05%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.45%	94.62%
CHEMBL5255	O00206	Toll-like receptor 4	87.91%	92.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.68%	94.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.11%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.80%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.47%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.65%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.27%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.10%	96.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.84%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.01%	95.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.00%	94.23%
CHEMBL5028	O14672	ADAM10	83.88%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.54%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	83.50%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.29%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.33%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.32%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.14%	91.07%
CHEMBL4581	P52732	Kinesin-like protein 1	81.85%	93.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.97%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.77%	82.50%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 11115785
• LOTUS: LTS0210314
• wikiData: Q105007514