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

Details

• Internal ID: 31b17af9-c7d1-49a2-9820-1371963961fb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2R,3S,4R,5R,6R)-6-[[(3S,8R,9S,10R,13R,14S,17S)-17-[(1R)-1-[(2R,3R,4S,5S,6R)-3-benzoyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-hydroxy-4-methoxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)O)C(C)OC6C(C(C(C(O6)CO)O)O)OC(=O)C7=CC=CC=C7)C)C)O)OC)OC8C(C(C(C(O8)COC(=O)C9=CC=CC=C9)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC=C3C2)O)[C@@H](C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)OC(=O)C7=CC=CC=C7)C)C)O)OC)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COC(=O)C9=CC=CC=C9)O)O)O
• InChI: InChI=1S/C54H74O19/c1-27(67-51-46(41(59)38(56)36(25-55)70-51)72-48(63)30-14-10-7-11-15-30)33-20-23-54(64)35-17-16-31-24-32(18-21-52(31,3)34(35)19-22-53(33,54)4)69-50-43(61)45(65-5)44(28(2)68-50)73-49-42(60)40(58)39(57)37(71-49)26-66-47(62)29-12-8-6-9-13-29/h6-16,27-28,32-46,49-51,55-61,64H,17-26H2,1-5H3/t27-,28-,32+,33-,34+,35-,36-,37-,38-,39-,40+,41+,42-,43-,44+,45-,46-,49+,50+,51-,52+,53-,54+/m1/s1
• InChI Key: LZBRRSILZPHTGY-VMJNRSHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₇₄O₁₉
• Molecular Weight: 1027.20 g/mol
• Exact Mass: 1026.48243013 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7713	77.13%
Caco-2	-	0.8670	86.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7823	78.23%
OATP2B1 inhibitior	-	0.8702	87.02%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.9562	95.62%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.6998	69.98%
CYP3A4 substrate	+	0.7407	74.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	+	0.7933	79.33%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5808	58.08%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9138	91.38%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9301	93.01%
Acute Oral Toxicity (c)	I	0.5287	52.87%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.6310	63.10%
Glucocorticoid receptor binding	+	0.7921	79.21%
Aromatase binding	+	0.5954	59.54%
PPAR gamma	+	0.8251	82.51%
Honey bee toxicity	-	0.6676	66.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9785	97.85%

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	99.01%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.13%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.19%	97.25%
CHEMBL5028	O14672	ADAM10	90.00%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	89.22%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.10%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.70%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.35%	83.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.17%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.02%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.99%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.53%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.23%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.55%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.73%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.06%	93.56%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.81%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.44%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10606060
• LOTUS: LTS0185312
• wikiData: Q105159756