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methyl (1R,2R,3S,6S,7R)-3-[(2E,5R)-1-acetyloxy-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

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 cbdc2b92-7dd6-415f-bfea-399d71e61198
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
IUPAC Name methyl (1R,2R,3S,6S,7R)-3-[(2E,5R)-1-acetyloxy-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate
SMILES (Canonical) CC(=C)C(CC=C(COC(=O)C)C1CCC2(CC(C1C(=O)OC)(CCC2O)O)C)O
SMILES (Isomeric) CC(=C)[C@@H](C/C=C(/COC(=O)C)\[C@H]1CC[C@]2(C[C@@]([C@@H]1C(=O)OC)(CC[C@H]2O)O)C)O
InChI InChI=1S/C23H36O7/c1-14(2)18(25)7-6-16(12-30-15(3)24)17-8-10-22(4)13-23(28,11-9-19(22)26)20(17)21(27)29-5/h6,17-20,25-26,28H,1,7-13H2,2-5H3/b16-6-/t17-,18-,19-,20+,22+,23-/m1/s1
InChI Key XXCNRYRAZQDXFI-FRWVANGXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H36O7
Molecular Weight 424.50 g/mol
Exact Mass 424.24610348 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.28
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,3S,6S,7R)-3-[(2E,5R)-1-acetyloxy-5-hydroxy-6-methylhepta-2,6-dien-2-yl]-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 - 0.6161 61.61%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8167 81.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8966 89.66%
OATP1B3 inhibitior + 0.9003 90.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.7627 76.27%
P-glycoprotein inhibitior - 0.6434 64.34%
P-glycoprotein substrate - 0.5369 53.69%
CYP3A4 substrate + 0.6791 67.91%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8759 87.59%
CYP3A4 inhibition - 0.6762 67.62%
CYP2C9 inhibition - 0.7007 70.07%
CYP2C19 inhibition - 0.8323 83.23%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.7147 71.47%
CYP2C8 inhibition - 0.5797 57.97%
CYP inhibitory promiscuity - 0.9592 95.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6849 68.49%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8877 88.77%
Skin irritation - 0.5913 59.13%
Skin corrosion - 0.9648 96.48%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6898 68.98%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6299 62.99%
skin sensitisation - 0.8482 84.82%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6245 62.45%
Acute Oral Toxicity (c) III 0.3950 39.50%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.7136 71.36%
Thyroid receptor binding + 0.5326 53.26%
Glucocorticoid receptor binding + 0.8270 82.70%
Aromatase binding + 0.6933 69.33%
PPAR gamma + 0.5644 56.44%
Honey bee toxicity - 0.6118 61.18%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9926 99.26%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.38% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.02% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.06% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.03% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.90% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.29% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.15% 94.33%
CHEMBL2581 P07339 Cathepsin D 90.00% 98.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.96% 95.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.79% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.52% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.35% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.69% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.02% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.37% 91.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.64% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.29% 96.47%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.07% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.09% 89.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.01% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.18% 85.31%
CHEMBL2664 P23526 Adenosylhomocysteinase 80.80% 86.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.35% 96.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.18% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162950236
LOTUS LTS0163287
wikiData Q105343947