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methyl 2-[(1R,2S,4S,6R,9R,10S,11R,15R,18S)-6-(furan-3-yl)-7,9,11,15-tetramethyl-12-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate

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 2b132083-1618-443a-9864-5c379becd10c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2S,4S,6R,9R,10S,11R,15R,18S)-6-(furan-3-yl)-7,9,11,15-tetramethyl-12-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C6C4OCC6(C=CC5=O)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@H](C[C@H]1C3=COC=C3)O[C@H]4[C@@]2([C@@H]([C@@]5([C@H]6[C@H]4OC[C@@]6(C=CC5=O)C)C)CC(=O)OC)C
InChI InChI=1S/C27H32O6/c1-14-16(15-7-9-31-12-15)10-17-21(14)27(4)18(11-20(29)30-5)26(3)19(28)6-8-25(2)13-32-22(23(25)26)24(27)33-17/h6-9,12,16-18,22-24H,10-11,13H2,1-5H3/t16-,17+,18-,22-,23+,24-,25+,26+,27-/m1/s1
InChI Key CWGBIWRWBCYASK-FDRNEMFGSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O6
Molecular Weight 452.50 g/mol
Exact Mass 452.21988874 g/mol
Topological Polar Surface Area (TPSA) 75.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 4.22
H-Bond Acceptor 6
H-Bond Donor 0
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,2S,4S,6R,9R,10S,11R,15R,18S)-6-(furan-3-yl)-7,9,11,15-tetramethyl-12-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 - 0.5236 52.36%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7097 70.97%
OATP1B3 inhibitior + 0.8246 82.46%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9842 98.42%
P-glycoprotein inhibitior + 0.8691 86.91%
P-glycoprotein substrate + 0.6802 68.02%
CYP3A4 substrate + 0.6998 69.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition + 0.7005 70.05%
CYP2C9 inhibition - 0.6635 66.35%
CYP2C19 inhibition - 0.7587 75.87%
CYP2D6 inhibition - 0.9259 92.59%
CYP1A2 inhibition - 0.8069 80.69%
CYP2C8 inhibition + 0.7895 78.95%
CYP inhibitory promiscuity + 0.6426 64.26%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4163 41.63%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.7223 72.23%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8421 84.21%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.6685 66.85%
skin sensitisation - 0.7840 78.40%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4855 48.55%
Acute Oral Toxicity (c) III 0.6749 67.49%
Estrogen receptor binding + 0.8487 84.87%
Androgen receptor binding + 0.7295 72.95%
Thyroid receptor binding + 0.6227 62.27%
Glucocorticoid receptor binding + 0.8691 86.91%
Aromatase binding + 0.7267 72.67%
PPAR gamma + 0.7696 76.96%
Honey bee toxicity - 0.7436 74.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.66% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.20% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.82% 97.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 93.19% 87.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.79% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.10% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 89.90% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.66% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.21% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.41% 96.00%
CHEMBL4208 P20618 Proteasome component C5 85.94% 90.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.89% 94.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.72% 95.71%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.65% 81.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.23% 95.50%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.68% 90.24%
CHEMBL5028 O14672 ADAM10 82.64% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 81.18% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.93% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.38% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.04% 97.14%

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.
Azadirachta indica
Owenia cepiodora

Cross-Links

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PubChem 101936072
LOTUS LTS0242991
wikiData Q104396353