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[(1R,3S,5S,6aR,7R,8R,9S,10S,10aR)-1,3-diacetyloxy-5,10-dihydroxy-7-[(2Z)-3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-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 89cffdfe-df19-427f-b5f5-e658be1022f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1R,3S,5S,6aR,7R,8R,9S,10S,10aR)-1,3-diacetyloxy-5,10-dihydroxy-7-[(2Z)-3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] hexadecanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H64O10/c1-7-9-10-11-12-13-14-15-16-17-18-19-20-21-34(45)49-35-27(3)39(6,23-22-30(8-2)26-41)33-25-31(44)24-32-37(47-28(4)42)50-38(48-29(5)43)40(32,33)36(35)46/h8,22,24,27,31,33,35-38,41,44,46H,2,7,9-21,23,25-26H2,1,3-6H3/b30-22-/t27-,31+,33+,35-,36+,37+,38-,39-,40-/m0/s1
InChI Key HLMASTXPAHAIOI-FJMAOQJLSA-N
Popularity 2 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 [(1R,3S,5S,6aR,7R,8R,9S,10S,10aR)-1,3-diacetyloxy-5,10-dihydroxy-7-[(2Z)-3-(hydroxymethyl)penta-2,4-dienyl]-7,8-dimethyl-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-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 - 0.8397 83.97%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.7439 74.39%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.7913 79.13%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5958 59.58%
BSEP inhibitior + 0.9374 93.74%
P-glycoprotein inhibitior + 0.7504 75.04%
P-glycoprotein substrate + 0.6279 62.79%
CYP3A4 substrate + 0.7041 70.41%
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 + 0.6911 69.11%
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 - 0.9078 90.78%
Skin irritation + 0.8142 81.42%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7805 78.05%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9310 93.10%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5276 52.76%
Acute Oral Toxicity (c) III 0.7551 75.51%
Estrogen receptor binding + 0.7804 78.04%
Androgen receptor binding + 0.6592 65.92%
Thyroid receptor binding - 0.5904 59.04%
Glucocorticoid receptor binding + 0.6571 65.71%
Aromatase binding + 0.6238 62.38%
PPAR gamma + 0.6702 67.02%
Honey bee toxicity - 0.7372 73.72%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6114 61.14%
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 99.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 96.56% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.93% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 94.85% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.05% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.28% 97.25%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.97% 97.29%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.24% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.84% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 89.23% 89.63%
CHEMBL3401 O75469 Pregnane X receptor 89.14% 94.73%
CHEMBL299 P17252 Protein kinase C alpha 89.14% 98.03%
CHEMBL5255 O00206 Toll-like receptor 4 88.43% 92.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.42% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.81% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.68% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.30% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.98% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.91% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.71% 95.56%
CHEMBL4530 P00488 Coagulation factor XIII 80.95% 96.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.81% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.63% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.37% 91.19%

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 162895726
LOTUS LTS0246530
wikiData Q105030199