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[(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3-diacetyloxy-7-[(2R)-2-hydroperoxy-3-methylidenepent-4-enyl]-5,9-dihydroxy-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (2Z,4E)-deca-2,4-dienoate

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 eb04a59a-a96b-471d-a1b9-92e7a4560afe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3-diacetyloxy-7-[(2R)-2-hydroperoxy-3-methylidenepent-4-enyl]-5,9-dihydroxy-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (2Z,4E)-deca-2,4-dienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H48O11/c1-8-10-11-12-13-14-15-16-28(38)43-30-29(39)21(4)33(7,19-26(45-40)20(3)9-2)27-18-24(37)17-25-31(41-22(5)35)44-32(34(25,27)30)42-23(6)36/h9,13-17,21,24,26-27,29-32,37,39-40H,2-3,8,10-12,18-19H2,1,4-7H3/b14-13+,16-15-/t21-,24+,26-,27+,29-,30+,31+,32-,33-,34-/m1/s1
InChI Key IXYXKSAIWQZQMQ-GFOBOEFZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O11
Molecular Weight 632.70 g/mol
Exact Mass 632.31966234 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3-diacetyloxy-7-[(2R)-2-hydroperoxy-3-methylidenepent-4-enyl]-5,9-dihydroxy-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] (2Z,4E)-deca-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.8397 83.97%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6000 60.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8043 80.43%
OATP1B3 inhibitior + 0.9052 90.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8545 85.45%
P-glycoprotein inhibitior + 0.7451 74.51%
P-glycoprotein substrate + 0.6976 69.76%
CYP3A4 substrate + 0.7204 72.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition + 0.8228 82.28%
CYP2C9 inhibition - 0.7103 71.03%
CYP2C19 inhibition - 0.7025 70.25%
CYP2D6 inhibition - 0.9059 90.59%
CYP1A2 inhibition - 0.7085 70.85%
CYP2C8 inhibition + 0.7347 73.47%
CYP inhibitory promiscuity - 0.6839 68.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4836 48.36%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9140 91.40%
Skin irritation + 0.5724 57.24%
Skin corrosion - 0.8833 88.33%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7336 73.36%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4692 46.92%
Acute Oral Toxicity (c) III 0.4302 43.02%
Estrogen receptor binding + 0.7608 76.08%
Androgen receptor binding + 0.7332 73.32%
Thyroid receptor binding + 0.5373 53.73%
Glucocorticoid receptor binding + 0.7256 72.56%
Aromatase binding + 0.6524 65.24%
PPAR gamma + 0.6808 68.08%
Honey bee toxicity - 0.7126 71.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9961 99.61%

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 99.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.57% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.06% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.33% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.93% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.62% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.65% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.98% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.23% 94.80%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.86% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 84.92% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.13% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.29% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.03% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 82.84% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.69% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.48% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.21% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.10% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.25% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 81.08% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.34% 95.50%

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.
Casearia arguta

Cross-Links

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PubChem 50907339
LOTUS LTS0039543
wikiData Q105122587