(3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one

Details

• Internal ID: c0a13637-38c6-4509-9eab-7c21caef3ace
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC(=O)C7=C(C)C(=O)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]\7([C@H]([C@@H]6CC=C5C4)CC(=O)/C7=C(/C)\C(=O)CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H80O22/c1-20(19-66-46-40(62)39(61)36(58)31(17-52)70-46)7-10-29(54)21(2)33-30(55)16-28-26-9-8-24-15-25(11-13-50(24,5)27(26)12-14-51(28,33)6)69-49-45(73-48-42(64)38(60)35(57)23(4)68-48)43(65)44(32(18-53)71-49)72-47-41(63)37(59)34(56)22(3)67-47/h8,20,22-23,25-28,31-32,34-49,52-53,56-65H,7,9-19H2,1-6H3/b33-21+/t20-,22+,23+,25+,26-,27+,28+,31-,32-,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49-,50+,51+/m1/s1
• InChI Key: KRYXJYFKHPHRDN-YIOBPRMASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₂
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.51412418 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7135	71.35%
Caco-2	-	0.8749	87.49%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	+	0.7884	78.84%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.9117	91.17%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.6243	62.43%
CYP3A4 substrate	+	0.7384	73.84%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.6449	64.49%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9033	90.33%
Skin irritation	+	0.4910	49.10%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.8854	88.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7974	79.74%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8130	81.30%
Acute Oral Toxicity (c)	III	0.5730	57.30%
Estrogen receptor binding	+	0.8353	83.53%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	+	0.5637	56.37%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6753	67.53%
PPAR gamma	+	0.8056	80.56%
Honey bee toxicity	-	0.6400	64.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.23%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.20%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.26%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.78%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.43%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.47%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	89.07%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.94%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.80%	93.04%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.65%	89.05%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.97%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.49%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.25%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.54%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.28%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.68%	90.08%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.49%	92.78%
CHEMBL340	P08684	Cytochrome P450 3A4	80.54%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.36%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21626521
• LOTUS: LTS0016059
• wikiData: Q105145296