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[(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,10-triacetyloxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] decanoate

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 9da5e18c-4a14-4d1e-b2e8-96177ca66eea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1S,3R,5R,6aS,7S,8S,9R,10R,10aS)-1,3,10-triacetyloxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] decanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H54O10/c1-9-11-12-13-14-15-16-17-30(41)45-31-23(4)35(8,19-18-22(3)10-2)29-21-27(40)20-28-33(43-25(6)38)46-34(44-26(7)39)36(28,29)32(31)42-24(5)37/h10,18,20,23,27,29,31-34,40H,2,9,11-17,19,21H2,1,3-8H3/b22-18+/t23-,27+,29+,31-,32+,33+,34-,35-,36-/m1/s1
InChI Key CNNXOEYBWDNYRL-WQMQTPMRSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O10
Molecular Weight 646.80 g/mol
Exact Mass 646.37169792 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.25
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 15

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)-1,3,10-triacetyloxy-5-hydroxy-7,8-dimethyl-7-[(2E)-3-methylpenta-2,4-dienyl]-1,3,5,6,6a,8,9,10-octahydrobenzo[d][2]benzofuran-9-yl] decanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.8012 80.12%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5927 59.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8126 81.26%
OATP1B3 inhibitior + 0.8719 87.19%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9589 95.89%
P-glycoprotein inhibitior + 0.8282 82.82%
P-glycoprotein substrate + 0.6147 61.47%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition + 0.7738 77.38%
CYP2C9 inhibition - 0.8013 80.13%
CYP2C19 inhibition - 0.7971 79.71%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.7657 76.57%
CYP2C8 inhibition + 0.6572 65.72%
CYP inhibitory promiscuity - 0.8775 87.75%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5328 53.28%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9140 91.40%
Skin irritation + 0.7237 72.37%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7489 74.89%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5839 58.39%
Acute Oral Toxicity (c) III 0.5195 51.95%
Estrogen receptor binding + 0.7871 78.71%
Androgen receptor binding + 0.6574 65.74%
Thyroid receptor binding - 0.5666 56.66%
Glucocorticoid receptor binding + 0.7774 77.74%
Aromatase binding + 0.6674 66.74%
PPAR gamma + 0.6837 68.37%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6975 69.75%
Fish aquatic toxicity + 0.9969 99.69%

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 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.80% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 95.97% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 95.47% 89.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.44% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.44% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 92.70% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.79% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 88.37% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 87.58% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.84% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.53% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 85.83% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.62% 89.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.73% 92.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.90% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.87% 95.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.02% 93.00%
CHEMBL3891 P07384 Calpain 1 81.77% 93.04%
CHEMBL3045 P05771 Protein kinase C beta 80.92% 97.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.71% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.67% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.11% 97.09%

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 sylvestris

Cross-Links

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PubChem 101591994
LOTUS LTS0055861
wikiData Q104966137