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[(1S,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] undecanoate

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 3db2c0a2-433c-4477-b1f5-cbda0967d538
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1S,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] undecanoate
SMILES (Canonical) CCCCCCCCCCC(=O)OC1CC2C(C(CC(C23C(OC(C3=C1)OC(=O)C)OC(=O)C)O)C)(C)CCC(=C)C=C
SMILES (Isomeric) CCCCCCCCCCC(=O)O[C@@H]1C[C@H]2[C@]([C@@H](C[C@@H]([C@]23[C@@H](O[C@@H](C3=C1)OC(=O)C)OC(=O)C)O)C)(C)CCC(=C)C=C
InChI InChI=1S/C35H54O8/c1-8-10-11-12-13-14-15-16-17-31(39)42-27-21-28-32(40-25(5)36)43-33(41-26(6)37)35(28)29(22-27)34(7,19-18-23(3)9-2)24(4)20-30(35)38/h9,21,24,27,29-30,32-33,38H,2-3,8,10-20,22H2,1,4-7H3/t24-,27+,29+,30+,32+,33-,34-,35-/m1/s1
InChI Key NSRJOBXEETVEAD-KXYXGZBNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O8
Molecular Weight 602.80 g/mol
Exact Mass 602.38186868 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 8.60
Atomic LogP (AlogP) 7.10
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5R,6aS,7R,8R,10S,10aS)-1,3-diacetyloxy-10-hydroxy-7,8-dimethyl-7-(3-methylidenepent-4-enyl)-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-5-yl] undecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.8169 81.69%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6232 62.32%
OATP2B1 inhibitior - 0.5749 57.49%
OATP1B1 inhibitior + 0.8390 83.90%
OATP1B3 inhibitior + 0.8927 89.27%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9615 96.15%
P-glycoprotein inhibitior + 0.7727 77.27%
P-glycoprotein substrate + 0.6341 63.41%
CYP3A4 substrate + 0.6940 69.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition + 0.8340 83.40%
CYP2C9 inhibition - 0.7995 79.95%
CYP2C19 inhibition - 0.8021 80.21%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.6766 67.66%
CYP2C8 inhibition + 0.7366 73.66%
CYP inhibitory promiscuity - 0.7826 78.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5642 56.42%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9102 91.02%
Skin irritation + 0.7324 73.24%
Skin corrosion - 0.9119 91.19%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3826 38.26%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8505 85.05%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.6985 69.85%
Acute Oral Toxicity (c) III 0.5777 57.77%
Estrogen receptor binding + 0.8071 80.71%
Androgen receptor binding + 0.6441 64.41%
Thyroid receptor binding - 0.5820 58.20%
Glucocorticoid receptor binding + 0.7384 73.84%
Aromatase binding + 0.6627 66.27%
PPAR gamma + 0.6353 63.53%
Honey bee toxicity - 0.7867 78.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7123 71.23%
Fish aquatic toxicity + 1.0000 100.00%

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 98.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.84% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.32% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.71% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 94.90% 97.79%
CHEMBL4040 P28482 MAP kinase ERK2 94.87% 83.82%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.05% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.87% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.98% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.69% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.28% 92.50%
CHEMBL299 P17252 Protein kinase C alpha 84.50% 98.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.26% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.90% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.88% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.88% 85.94%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.62% 80.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.44% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.31% 97.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.36% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.00% 97.25%

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 tremula

Cross-Links

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PubChem 101688271
LOTUS LTS0049592
wikiData Q105185205