3-[(3S,5S,8R,9S,10R,13R,17R)-5,14-dihydroxy-3-[(2S,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d0240bc1-933b-4b14-a497-735c2a4c159e
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name	3-[(3S,5S,8R,9S,10R,13R,17R)-5,14-dihydroxy-3-[(2S,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)	CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C)OC)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric)	C[C@H]1[C@@H]([C@@H](C[C@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CCC5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI	InChI=1S/C36H56O13/c1-18-31(49-32-30(41)29(40)28(39)25(16-37)48-32)24(44-4)14-27(46-18)47-20-5-9-33(2)22-6-10-34(3)21(19-13-26(38)45-17-19)8-12-36(34,43)23(22)7-11-35(33,42)15-20/h13,18,20-25,27-32,37,39-43H,5-12,14-17H2,1-4H3/t18-,20-,21+,22-,23+,24+,25+,27+,28+,29-,30+,31-,32-,33+,34+,35-,36?/m0/s1
InChI Key	KWBPKUMWVXUSCA-GPVLGVKUSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₆H₅₆O₁₃
Molecular Weight	696.80 g/mol
Exact Mass	696.37209184 g/mol
Topological Polar Surface Area (TPSA)	194.00 Å²
XlogP	-0.40
Atomic LogP (AlogP)	1.08
H-Bond Acceptor	13
H-Bond Donor	6
Rotatable Bonds	7

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8177	81.77%
Caco-2	-	0.8780	87.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	0.8714	87.14%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6983	69.83%
P-glycoprotein inhibitior	+	0.7175	71.75%
P-glycoprotein substrate	+	0.6668	66.68%
CYP3A4 substrate	+	0.7144	71.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9140	91.40%
CYP2C19 inhibition	-	0.9183	91.83%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	-	0.5848	58.48%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5835	58.35%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.5686	56.86%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7927	79.27%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8808	88.08%
Acute Oral Toxicity (c)	I	0.7685	76.85%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.8162	81.62%
Thyroid receptor binding	-	0.6830	68.30%
Glucocorticoid receptor binding	+	0.5958	59.58%
Aromatase binding	+	0.6903	69.03%
PPAR gamma	+	0.6686	66.86%
Honey bee toxicity	-	0.6502	65.02%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9043	90.43%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.01%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.00%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.81%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.82%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.16%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.96%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.04%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.73%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.48%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.24%	92.94%
CHEMBL1871	P10275	Androgen Receptor	83.18%	96.43%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.64%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	80.90%	92.50%
CHEMBL4208	P20618	Proteasome component C5	80.64%	90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.