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

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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	b80a4840-3362-44dd-b063-181cb9349574
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name	(3S,5S,8R,9S,10S,13S,14R,17S)-5,14-dihydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical)	CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CCC(C5)OC6CC(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)C=O)O
SMILES (Isomeric)	C[C@@]12CC[C@H]3[C@H]([C@@]1(CC[C@H]2C4=CC(=O)OC4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O[C@H]6C[C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C=O)O
InChI	InChI=1S/C35H52O15/c1-32-6-3-20-21(35(32,45)9-5-19(32)17-10-25(40)46-15-17)4-8-34(44)12-18(2-7-33(20,34)16-38)47-26-11-22(39)30(24(14-37)48-26)50-31-29(43)28(42)27(41)23(13-36)49-31/h10,16,18-24,26-31,36-37,39,41-45H,2-9,11-15H2,1H3/t18-,19-,20-,21+,22+,23+,24+,26+,27+,28-,29+,30-,31-,32-,33-,34-,35+/m0/s1
InChI Key	OUYLWBCGCVIONA-CQBUZBBWSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₅H₅₂O₁₅
Molecular Weight	712.80 g/mol
Exact Mass	712.33062095 g/mol
Topological Polar Surface Area (TPSA)	242.00 Å²
XlogP	-2.30
Atomic LogP (AlogP)	-1.42
H-Bond Acceptor	15
H-Bond Donor	8
Rotatable Bonds	8

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	+	0.7960	79.60%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	0.7400	74.00%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6432	64.32%
P-glycoprotein inhibitior	+	0.6703	67.03%
P-glycoprotein substrate	+	0.6696	66.96%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.9067	90.67%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8984	89.84%
CYP2C8 inhibition	+	0.5236	52.36%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.5796	57.96%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7721	77.21%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8110	81.10%
Acute Oral Toxicity (c)	I	0.7451	74.51%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.8138	81.38%
Thyroid receptor binding	-	0.6251	62.51%
Glucocorticoid receptor binding	+	0.5783	57.83%
Aromatase binding	+	0.6710	67.10%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.6639	66.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9579	95.79%

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	98.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.96%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.54%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.78%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.41%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.95%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.91%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.78%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.15%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.47%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.00%	86.92%
CHEMBL2581	P07339	Cathepsin D	85.64%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.53%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.28%	91.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.32%	83.57%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.80%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.44%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.03%	97.36%

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.