(3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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: d47bdbd7-e7b3-4557-ad1e-831265cf2dcf
• 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-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CC(=O)C6=C(C)C(=O)CCC(C)COC7C(C(C(C(O7)CO)O)O)O)C)C)CO)OC8C(C(C(CO8)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]\6([C@H]([C@@H]5CC=C4C3)CC(=O)/C6=C(/C)\C(=O)CC[C@@H](C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)CO)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O)O
• InChI: InChI=1S/C50H78O22/c1-20(18-65-45-40(62)38(60)36(58)31(16-51)69-45)6-9-28(53)21(2)33-29(54)15-27-25-8-7-23-14-24(10-12-49(23,4)26(25)11-13-50(27,33)5)68-48-44(72-47-41(63)37(59)34(56)22(3)67-47)42(64)43(32(17-52)70-48)71-46-39(61)35(57)30(55)19-66-46/h7,20,22,24-27,30-32,34-48,51-52,55-64H,6,8-19H2,1-5H3/b33-21+/t20-,22+,24+,25-,26+,27+,30+,31-,32-,34+,35+,36-,37-,38+,39-,40-,41-,42+,43-,44-,45-,46+,47+,48-,49+,50+/m1/s1
• InChI Key: HDXZJQDEMJCJKL-XBWKHOEVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₂₂
• Molecular Weight: 1031.10 g/mol
• Exact Mass: 1030.49847411 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.25
• 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	+	0.7521	75.21%
Caco-2	-	0.8751	87.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	+	0.9258	92.58%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.6907	69.07%
CYP3A4 substrate	+	0.7469	74.69%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	+	0.6922	69.22%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9036	90.36%
Skin irritation	+	0.5512	55.12%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.7732	77.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.8246	82.46%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9121	91.21%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.8368	83.68%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7346	73.46%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.7972	79.72%
Honey bee toxicity	-	0.6253	62.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9503	95.03%

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	99.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.59%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.77%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.41%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.28%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	91.62%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.89%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.66%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	88.30%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.26%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.97%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.44%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.48%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.28%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.23%	89.05%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.18%	92.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.14%	96.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.61%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.58%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.08%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.61%	99.17%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%

Plants that contains it

• Paris polyphylla

Cross-Links

• PubChem: 102165193
• NPASS: NPC66947