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

Details

• Internal ID: 666a8d25-2959-40ba-91ce-dddff64bb6bf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CC(C5(C4(CC=C3C2)O)O)O)C(=O)C)C)O)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@@H](C[C@H]([C@@]5([C@@]4(CC=C3C2)O)O)O)C(=O)C)C)O)C)OC)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC)O)OC)OC
• InChI: InChI=1S/C55H90O24/c1-23(57)30-17-37(59)55(65)53(30,7)36(58)21-35-52(6)14-13-29(16-28(52)12-15-54(35,55)64)74-38-18-31(66-8)45(24(2)70-38)76-39-19-32(67-9)46(25(3)71-39)77-40-20-33(68-10)47(26(4)72-40)78-51-44(63)49(69-11)48(27(5)73-51)79-50-43(62)42(61)41(60)34(22-56)75-50/h12,24-27,29-51,56,58-65H,13-22H2,1-11H3/t24-,25-,26-,27-,29+,30+,31+,32+,33-,34-,35-,36-,37-,38+,39+,40+,41-,42+,43-,44-,45-,46-,47-,48-,49-,50+,51+,52+,53+,54+,55-/m1/s1
• InChI Key: QTGWJGAEAHDDOV-QROCUOMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₄
• Molecular Weight: 1135.30 g/mol
• Exact Mass: 1134.58220373 g/mol
• Topological Polar Surface Area (TPSA): 328.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 24
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8423	84.23%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.8463	84.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9288	92.88%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.6478	64.78%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9146	91.46%
CYP2C8 inhibition	+	0.6296	62.96%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9016	90.16%
Skin irritation	+	0.5349	53.49%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7339	73.39%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8748	87.48%
Acute Oral Toxicity (c)	I	0.4045	40.45%
Estrogen receptor binding	+	0.8311	83.11%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.6229	62.29%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.6898	68.98%
PPAR gamma	+	0.8378	83.78%
Honey bee toxicity	-	0.6407	64.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.8970	89.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.81%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.07%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.39%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.01%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.89%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	87.52%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.82%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.13%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.29%	97.53%
CHEMBL5028	O14672	ADAM10	83.10%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.03%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.42%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.35%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.83%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.72%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.64%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.30%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.55%	94.33%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 10748779
• LOTUS: LTS0187646
• wikiData: Q105227713