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

Details

• Internal ID: d3d144f6-c438-4d58-bcac-756cf96a87c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,12R,13S,14R,17S)-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-4-methoxy-5-[(2S,4R,5S,6R)-4-methoxy-5-[(2S,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10-methyl-13-(2-oxopropyl)-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)O)CC(=O)C)OC(=O)C=C(C)C(C)C)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3(C4C[C@H]([C@@]5([C@H](CC[C@@]5([C@@]4(CC=C3C2)O)O)O)CC(=O)C)OC(=O)/C=C(\C)/C(C)C)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)CO)O)O)O)OC)OC
• InChI: InChI=1S/C55H88O21/c1-26(2)27(3)18-41(59)73-40-23-38-52(8)15-13-33(19-32(52)12-16-54(38,63)55(64)17-14-39(58)53(40,55)24-28(4)57)71-42-20-34(65-9)48(29(5)68-42)74-43-21-35(66-10)49(30(6)69-43)75-44-22-36(67-11)50(31(7)70-44)76-51-47(62)46(61)45(60)37(25-56)72-51/h12,18,26,29-31,33-40,42-51,56,58,60-64H,13-17,19-25H2,1-11H3/b27-18+/t29-,30-,31-,33+,34-,35-,36-,37-,38?,39+,40-,42+,43+,44+,45-,46+,47-,48+,49+,50+,51+,52+,53+,54+,55-/m1/s1
• InChI Key: MNURTRJXIWQLLV-BSKXHWTLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₁
• Molecular Weight: 1085.30 g/mol
• Exact Mass: 1084.58180981 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 21
• H-Bond Donor: 7
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8575	85.75%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8457	84.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6282	62.82%
BSEP inhibitior	+	0.9780	97.80%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.7289	72.89%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.8091	80.91%
CYP2C9 inhibition	-	0.8262	82.62%
CYP2C19 inhibition	-	0.9246	92.46%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.6901	69.01%
CYP inhibitory promiscuity	-	0.9519	95.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9002	90.02%
Skin irritation	+	0.4895	48.95%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7819	78.19%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9318	93.18%
Acute Oral Toxicity (c)	III	0.5565	55.65%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.7646	76.46%
Thyroid receptor binding	+	0.6742	67.42%
Glucocorticoid receptor binding	+	0.8127	81.27%
Aromatase binding	+	0.6934	69.34%
PPAR gamma	+	0.8426	84.26%
Honey bee toxicity	-	0.5767	57.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9454	94.54%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.54%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.48%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.02%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.63%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.43%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.72%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.66%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.50%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.90%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.11%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.73%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.73%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.13%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.80%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.53%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.43%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.98%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.21%	83.82%
CHEMBL5028	O14672	ADAM10	80.72%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.37%	95.50%

Plants that contains it

• Cynanchum auriculatum

Cross-Links

• PubChem: 6325012
• NPASS: NPC233855