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3-[(2R,3S,4R,5R,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-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-carboxylic acid

Table of Contents

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 c836362b-c35f-4f31-a8a6-6f64412fa7ae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(2R,3S,4R,5R,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-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-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C(=O)O)O)OC)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C(=O)O)O)OC)O
InChI InChI=1S/C30H44O10/c1-15-23(32)25(37-3)24(33)26(39-15)40-18-6-10-29(27(34)35)17(13-18)4-5-21-20(29)7-9-28(2)19(8-11-30(21,28)36)16-12-22(31)38-14-16/h12,15,17-21,23-26,32-33,36H,4-11,13-14H2,1-3H3,(H,34,35)/t15-,17?,18?,19?,20?,21?,23+,24-,25+,26-,28?,29?,30?/m0/s1
InChI Key XLAOCDXNBCBTFH-KIOXYVSZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O10
Molecular Weight 564.70 g/mol
Exact Mass 564.29344760 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2R,3S,4R,5R,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-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-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9507 95.07%
Caco-2 - 0.8487 84.87%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7993 79.93%
OATP2B1 inhibitior - 0.7261 72.61%
OATP1B1 inhibitior + 0.9272 92.72%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior - 0.5218 52.18%
P-glycoprotein inhibitior + 0.5749 57.49%
P-glycoprotein substrate + 0.7403 74.03%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.8667 86.67%
CYP2C9 inhibition - 0.9068 90.68%
CYP2C19 inhibition - 0.9471 94.71%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9330 93.30%
CYP2C8 inhibition - 0.6206 62.06%
CYP inhibitory promiscuity - 0.9265 92.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5140 51.40%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9396 93.96%
Skin irritation - 0.5328 53.28%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.6753 67.53%
Human Ether-a-go-go-Related Gene inhibition + 0.7271 72.71%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9124 91.24%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7941 79.41%
Acute Oral Toxicity (c) I 0.8350 83.50%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.8016 80.16%
Thyroid receptor binding - 0.6245 62.45%
Glucocorticoid receptor binding + 0.6833 68.33%
Aromatase binding + 0.6761 67.61%
PPAR gamma + 0.5257 52.57%
Honey bee toxicity - 0.7175 71.75%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5034 50.34%
Fish aquatic toxicity + 0.9625 96.25%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.53% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.42% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.08% 81.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.44% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.31% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.04% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.94% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.46% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.82% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.43% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.27% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.54% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.41% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.03% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.93% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 80.40% 91.19%
CHEMBL5028 O14672 ADAM10 80.22% 97.50%

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.
Prunus davidiana
Prunus persica

Cross-Links

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PubChem 11968835
NPASS NPC177796