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

Details

• Internal ID: b87042a9-4dbe-40c2-83aa-78e4debd5e51
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: (3S,5S,8S,9S,10R,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)O)O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)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](C2)CC[C@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C41H62O19/c1-17-35(60-38-33(51)30(48)28(46)25(59-38)15-55-36-32(50)29(47)27(45)24(13-42)58-36)31(49)34(52)37(56-17)57-20-5-9-40(16-43)19(12-20)3-4-23-22(40)6-8-39(2)21(7-10-41(23,39)53)18-11-26(44)54-14-18/h11,16-17,19-25,27-38,42,45-53H,3-10,12-15H2,1-2H3/t17-,19-,20-,21+,22-,23-,24+,25+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36+,37-,38-,39+,40+,41-/m0/s1
• InChI Key: RXFMCOJBKQMRRX-PZWJQCECSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₉
• Molecular Weight: 858.90 g/mol
• Exact Mass: 858.38852974 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7963	79.63%
Caco-2	-	0.8925	89.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8579	85.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8914	89.14%
P-glycoprotein inhibitior	+	0.7203	72.03%
P-glycoprotein substrate	+	0.6923	69.23%
CYP3A4 substrate	+	0.7232	72.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.8731	87.31%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.9341	93.41%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.5813	58.13%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5924	59.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8610	86.10%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	I	0.8538	85.38%
Estrogen receptor binding	+	0.8626	86.26%
Androgen receptor binding	+	0.8053	80.53%
Thyroid receptor binding	-	0.6450	64.50%
Glucocorticoid receptor binding	+	0.6771	67.71%
Aromatase binding	+	0.7029	70.29%
PPAR gamma	+	0.7731	77.31%
Honey bee toxicity	-	0.6515	65.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9644	96.44%

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	99.22%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.19%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.68%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.18%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.60%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.09%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	91.93%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.04%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.84%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.27%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.90%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.01%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.74%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.18%	97.25%
CHEMBL4208	P20618	Proteasome component C5	84.13%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.83%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.44%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.15%	95.89%
CHEMBL1871	P10275	Androgen Receptor	80.29%	96.43%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.24%	92.32%

Plants that contains it

• Mallotus japonicus

Cross-Links

• PubChem: 162969436
• LOTUS: LTS0143173
• wikiData: Q105246979