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

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 d4641979-2c1c-4293-bd6f-8fb731d03949
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
IUPAC Name (2R,6S)-4-methoxy-2-methyl-6-[[(2R,3R,5R,8R,9S,10S,12S,13S,14S,17R)-2,12,14-trihydroxy-10,13-dimethyl-11-oxo-17-(5-oxo-2H-furan-3-yl)-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2H-pyran-5-one
SMILES (Canonical) CC1C=C(C(=O)C(O1)OC2CC3CCC4C(C3(CC2O)C)C(=O)C(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)OC
SMILES (Isomeric) C[C@@H]1C=C(C(=O)[C@@H](O1)O[C@@H]2C[C@H]3CC[C@@H]4[C@@H]([C@]3(C[C@H]2O)C)C(=O)[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)OC
InChI InChI=1S/C30H40O10/c1-14-9-21(37-4)24(33)27(39-14)40-20-11-16-5-6-18-23(28(16,2)12-19(20)31)25(34)26(35)29(3)17(7-8-30(18,29)36)15-10-22(32)38-13-15/h9-10,14,16-20,23,26-27,31,35-36H,5-8,11-13H2,1-4H3/t14-,16-,17-,18-,19-,20-,23-,26-,27+,28+,29+,30+/m1/s1
InChI Key PPGHVSHBDLAADD-AZDQRHKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O10
Molecular Weight 560.60 g/mol
Exact Mass 560.26214747 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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

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 - 0.8213 82.13%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7993 79.93%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8937 89.37%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.7890 78.90%
P-glycoprotein inhibitior + 0.6482 64.82%
P-glycoprotein substrate + 0.7883 78.83%
CYP3A4 substrate + 0.7164 71.64%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.9053 90.53%
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 + 0.4464 44.64%
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 - 0.9345 93.45%
Skin irritation - 0.5328 53.28%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis + 0.5007 50.07%
Human Ether-a-go-go-Related Gene inhibition - 0.5294 52.94%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.9124 91.24%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6255 62.55%
Acute Oral Toxicity (c) I 0.8350 83.50%
Estrogen receptor binding + 0.8075 80.75%
Androgen receptor binding + 0.8111 81.11%
Thyroid receptor binding - 0.5289 52.89%
Glucocorticoid receptor binding + 0.8014 80.14%
Aromatase binding + 0.7417 74.17%
PPAR gamma + 0.5885 58.85%
Honey bee toxicity - 0.6863 68.63%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.64% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.96% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.33% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.80% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.77% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.37% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.54% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.84% 95.89%
CHEMBL1871 P10275 Androgen Receptor 88.22% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.50% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.83% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.30% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.52% 97.25%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.69% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.02% 82.69%
CHEMBL4208 P20618 Proteasome component C5 81.70% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.83% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.35% 90.71%

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.
Anodendron affine

Cross-Links

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PubChem 21636034
LOTUS LTS0150606
wikiData Q105212882