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7,8-Dehydrocerberin

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 5f65c45e-8d8e-45cb-b85d-cf46405e14c9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3S,4R,5S,6S)-5-hydroxy-2-[[(3S,5R,9R,10S,13R,14R,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4=CCC3C2)O)C6=CC(=O)OC6)C)C)OC(=O)C)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5(C4=CC[C@@H]3C2)O)C6=CC(=O)OC6)C)C)OC(=O)C)OC)O
InChI InChI=1S/C32H46O9/c1-17-26(35)27(37-5)28(40-18(2)33)29(39-17)41-21-8-11-30(3)20(15-21)6-7-24-23(30)9-12-31(4)22(10-13-32(24,31)36)19-14-25(34)38-16-19/h7,14,17,20-23,26-29,35-36H,6,8-13,15-16H2,1-5H3/t17-,20+,21-,22+,23-,26-,27+,28-,29-,30-,31+,32-/m0/s1
InChI Key MJWBKZJOFFGTCD-ZSCKLWMASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H46O9
Molecular Weight 574.70 g/mol
Exact Mass 574.31418304 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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CHEBI:65734
Q27134217
3beta-O-(2'-O-acetyl-alpha-L-thevetosyl)-14beta-hydroxy-7-en-5beta-card-20(22)-enolide
(3beta,5beta)-3-[(2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy]-14-hydroxycarda-7,20(22)-dienolide
[(2R,3S,4R,5S,6S)-5-hydroxy-2-[[(3S,5R,9R,10S,13R,14R,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate

2D Structure

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2D Structure of 7,8-Dehydrocerberin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.8065 80.65%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8734 87.34%
OATP2B1 inhibitior - 0.7204 72.04%
OATP1B1 inhibitior + 0.9025 90.25%
OATP1B3 inhibitior + 0.9801 98.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.8529 85.29%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.6624 66.24%
CYP3A4 substrate + 0.7289 72.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.8115 81.15%
CYP2C9 inhibition - 0.9014 90.14%
CYP2C19 inhibition - 0.9519 95.19%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.9079 90.79%
CYP2C8 inhibition + 0.4654 46.54%
CYP inhibitory promiscuity - 0.9405 94.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4657 46.57%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9404 94.04%
Skin irritation + 0.5262 52.62%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6416 64.16%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5801 58.01%
skin sensitisation - 0.9187 91.87%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6408 64.08%
Acute Oral Toxicity (c) I 0.8103 81.03%
Estrogen receptor binding + 0.7501 75.01%
Androgen receptor binding + 0.7463 74.63%
Thyroid receptor binding - 0.5626 56.26%
Glucocorticoid receptor binding + 0.7632 76.32%
Aromatase binding + 0.6720 67.20%
PPAR gamma + 0.6170 61.70%
Honey bee toxicity - 0.6918 69.18%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9726 97.26%

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 99.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.86% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.12% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.34% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.59% 81.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.35% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.70% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.19% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.74% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.68% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.48% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.27% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 86.30% 92.50%
CHEMBL2581 P07339 Cathepsin D 85.70% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 85.52% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.89% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.65% 92.94%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 82.74% 95.52%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.46% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.31% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.34% 99.23%

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.
Cerbera manghas

Cross-Links

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PubChem 10053853
LOTUS LTS0158054
wikiData Q27134217