[(3S,8S,10R,12R,13S,14R,17S)-8,14,17-trihydroxy-3-[(2R,4R,5S,6R)-5-[(2S,4R,5R,6R)-4-hydroxy-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-4-methoxy-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: 2aea4651-ab9a-499f-a77b-c376e242f0be
• 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)-5-[(2S,4R,5R,6R)-4-hydroxy-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-4-methoxy-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
• InChI: InChI=1S/C54H86O21/c1-25(2)26(3)17-40(59)72-39-22-37-51(8)14-12-32(18-31(51)11-15-53(37,63)54(64)16-13-38(58)52(39,54)23-27(4)56)70-42-20-34(65-9)48(29(6)68-42)74-41-19-33(57)47(28(5)67-41)73-43-21-35(66-10)49(30(7)69-43)75-50-46(62)45(61)44(60)36(24-55)71-50/h11,17,25,28-30,32-39,41-50,55,57-58,60-64H,12-16,18-24H2,1-10H3/b26-17+/t28-,29-,30-,32+,33-,34-,35-,36-,37?,38+,39-,41+,42+,43+,44-,45+,46-,47+,48+,49+,50+,51+,52+,53+,54-/m1/s1
• InChI Key: JRIPUPVHPOQZFJ-FSMJWGKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₁
• Molecular Weight: 1071.20 g/mol
• Exact Mass: 1070.56615975 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 21
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8575	85.75%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8457	84.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6282	62.82%
BSEP inhibitior	+	0.9668	96.68%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.7529	75.29%
CYP3A4 substrate	+	0.7437	74.37%
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	+	0.7002	70.02%
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	-	0.9006	90.06%
Skin irritation	+	0.4895	48.95%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7795	77.95%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9361	93.61%
Acute Oral Toxicity (c)	III	0.5565	55.65%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.7647	76.47%
Thyroid receptor binding	+	0.6745	67.45%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.6956	69.56%
PPAR gamma	+	0.8428	84.28%
Honey bee toxicity	-	0.5781	57.81%
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	99.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.61%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.84%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.87%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.59%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.17%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.43%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.66%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.40%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.69%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.67%	95.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.61%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.38%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.18%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL5028	O14672	ADAM10	81.83%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.04%	99.17%

Plants that contains it

• Cynanchum auriculatum

Cross-Links

• PubChem: 6325013
• NPASS: NPC279551