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methyl 2-[(1R,2R,5R,7S,8S,11S,12R)-11-acetyloxy-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

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 1bf306eb-16fc-4833-b679-6b8a8536cb77
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl 2-[(1R,2R,5R,7S,8S,11S,12R)-11-acetyloxy-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H38O8/c1-14(20(26)29-6)16-7-10-22(4,28)18-9-12-23(5,31-18)19(30-15(2)24)8-11-21(3,27)17(25)13-16/h16-19,25,27-28H,1,7-13H2,2-6H3/t16-,17+,18-,19+,21+,22-,23-/m1/s1
InChI Key XSLKTOZEKJVWIJ-FRNFFIIHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C23H38O8
Molecular Weight 442.50 g/mol
Exact Mass 442.25666817 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2R,5R,7S,8S,11S,12R)-11-acetyloxy-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9537 95.37%
Caco-2 - 0.5793 57.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6648 66.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9127 91.27%
OATP1B3 inhibitior + 0.8844 88.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7342 73.42%
BSEP inhibitior + 0.6387 63.87%
P-glycoprotein inhibitior - 0.5796 57.96%
P-glycoprotein substrate - 0.6234 62.34%
CYP3A4 substrate + 0.6957 69.57%
CYP2C9 substrate - 0.8150 81.50%
CYP2D6 substrate - 0.8872 88.72%
CYP3A4 inhibition - 0.5146 51.46%
CYP2C9 inhibition - 0.6965 69.65%
CYP2C19 inhibition - 0.6861 68.61%
CYP2D6 inhibition - 0.9338 93.38%
CYP1A2 inhibition + 0.5641 56.41%
CYP2C8 inhibition - 0.5919 59.19%
CYP inhibitory promiscuity - 0.9702 97.02%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6056 60.56%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9131 91.31%
Skin irritation + 0.4912 49.12%
Skin corrosion - 0.9230 92.30%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3816 38.16%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6248 62.48%
skin sensitisation - 0.8270 82.70%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7307 73.07%
Acute Oral Toxicity (c) II 0.3320 33.20%
Estrogen receptor binding + 0.8823 88.23%
Androgen receptor binding + 0.5539 55.39%
Thyroid receptor binding + 0.5575 55.75%
Glucocorticoid receptor binding + 0.8148 81.48%
Aromatase binding + 0.7771 77.71%
PPAR gamma + 0.6291 62.91%
Honey bee toxicity - 0.6458 64.58%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9804 98.04%

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 97.92% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.54% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.30% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 93.61% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.47% 94.45%
CHEMBL204 P00734 Thrombin 88.97% 96.01%
CHEMBL259 P32245 Melanocortin receptor 4 87.75% 95.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.55% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.13% 91.24%
CHEMBL5028 O14672 ADAM10 84.60% 97.50%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.08% 98.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.98% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.76% 89.50%
CHEMBL2996 Q05655 Protein kinase C delta 83.67% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.27% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.16% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.94% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.90% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.19% 96.61%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.17% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.82% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.53% 94.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.21% 92.88%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.93% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.53% 91.03%

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 102395384
LOTUS LTS0003769
wikiData Q105341076