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[1,3-Diacetyloxy-5,9-dihydroxy-7-[3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] hexadecanoate

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 1aa9ff7b-4449-4043-9db0-fe27ca9a0d6c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [1,3-diacetyloxy-5,9-dihydroxy-7-[3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC1C(C(C(C2C13C(OC(C3=CC(C2)O)OC(=O)C)OC(=O)C)(C)CC=C(CO)C=C)C)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC1C(C(C(C2C13C(OC(C3=CC(C2)O)OC(=O)C)OC(=O)C)(C)CC=C(CO)C=C)C)O
InChI InChI=1S/C40H64O10/c1-7-9-10-11-12-13-14-15-16-17-18-19-20-21-34(45)49-36-35(46)27(3)39(6,23-22-30(8-2)26-41)33-25-31(44)24-32-37(47-28(4)42)50-38(40(32,33)36)48-29(5)43/h8,22,24,27,31,33,35-38,41,44,46H,2,7,9-21,23,25-26H2,1,3-6H3
InChI Key FMTOWCAKEZUMHX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H64O10
Molecular Weight 704.90 g/mol
Exact Mass 704.44994823 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 6.99
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [1,3-Diacetyloxy-5,9-dihydroxy-7-[3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-10-yl] hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 - 0.8400 84.00%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7439 74.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8198 81.98%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5958 59.58%
BSEP inhibitior + 0.9193 91.93%
P-glycoprotein inhibitior + 0.7411 74.11%
P-glycoprotein substrate + 0.6381 63.81%
CYP3A4 substrate + 0.6997 69.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition + 0.8485 84.85%
CYP2C9 inhibition - 0.8133 81.33%
CYP2C19 inhibition - 0.8749 87.49%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.7735 77.35%
CYP2C8 inhibition + 0.7174 71.74%
CYP inhibitory promiscuity - 0.7864 78.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4824 48.24%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9076 90.76%
Skin irritation + 0.8142 81.42%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7730 77.30%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9310 93.10%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5183 51.83%
Acute Oral Toxicity (c) III 0.7551 75.51%
Estrogen receptor binding + 0.8134 81.34%
Androgen receptor binding + 0.6599 65.99%
Thyroid receptor binding - 0.5804 58.04%
Glucocorticoid receptor binding + 0.6716 67.16%
Aromatase binding + 0.6133 61.33%
PPAR gamma + 0.6642 66.42%
Honey bee toxicity - 0.7770 77.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6189 61.89%
Fish aquatic toxicity + 0.9942 99.42%

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 99.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 96.43% 97.79%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.11% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.57% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.21% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 91.69% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.69% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 88.97% 98.03%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.37% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.94% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.84% 95.17%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.99% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.73% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.65% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.57% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.41% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.04% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.73% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.82% 92.86%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL4530 P00488 Coagulation factor XIII 81.55% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.52% 95.89%
CHEMBL3045 P05771 Protein kinase C beta 81.17% 97.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.68% 97.09%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.06% 92.08%

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 bicolor

Cross-Links

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PubChem 163009243
LOTUS LTS0066860
wikiData Q104998041