[(2R,3R,4R,5R,6S)-5-hydroxy-6-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6R)-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 7b7a24f2-ccd6-41af-bc41-4972f4accfa3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-5-hydroxy-6-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6R)-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1OC)O)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CCC7(C(CCC7(C6CC=C5C4)O)C(C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC)O)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6CC[C@@]7([C@H](CC[C@@]7([C@@H]6CC=C5C4)O)[C@H](C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)C)C
• InChI: InChI=1S/C53H86O19/c1-12-25(2)48(59)71-46-29(6)67-50(43(58)47(46)63-11)72-45-28(5)65-39(23-36(45)62-10)70-44-27(4)64-38(22-35(44)61-9)68-31-15-18-51(7)30(21-31)13-14-34-33(51)16-19-52(8)32(17-20-53(34,52)60)26(3)66-49-42(57)41(56)40(55)37(24-54)69-49/h12-13,26-29,31-47,49-50,54-58,60H,14-24H2,1-11H3/b25-12+/t26-,27+,28+,29+,31-,32+,33-,34+,35-,36-,37+,38-,39-,40+,41-,42+,43+,44+,45+,46+,47+,49+,50-,51-,52+,53-/m0/s1
• InChI Key: BMUIUHOILPNATE-WELSZFTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₁₉
• Molecular Weight: 1027.20 g/mol
• Exact Mass: 1026.57633051 g/mol
• Topological Polar Surface Area (TPSA): 249.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8423	84.23%
Caco-2	-	0.8714	87.14%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8435	84.35%
OATP1B3 inhibitior	+	0.8463	84.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9709	97.09%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	+	0.7476	74.76%
CYP3A4 substrate	+	0.7460	74.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
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	+	0.7100	71.00%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9034	90.34%
Skin irritation	+	0.5349	53.49%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7909	79.09%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7223	72.23%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8575	85.75%
Acute Oral Toxicity (c)	I	0.4045	40.45%
Estrogen receptor binding	+	0.8291	82.91%
Androgen receptor binding	+	0.7528	75.28%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.8006	80.06%
Aromatase binding	+	0.7252	72.52%
PPAR gamma	+	0.8407	84.07%
Honey bee toxicity	-	0.5966	59.66%
Biodegradation	-	0.7250	72.50%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.34%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.08%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.58%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.20%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.26%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.25%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.72%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.72%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.49%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	84.87%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.09%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.87%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.85%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.52%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.35%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.32%	94.00%
CHEMBL5028	O14672	ADAM10	81.78%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.57%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.46%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.12%	97.14%

Plants that contains it

• Hoodia gordonii

Cross-Links

• PubChem: 101471019
• LOTUS: LTS0229918
• wikiData: Q104400439