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[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (E)-heptadec-2-enoate

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 8ee333d5-4145-4030-b40d-eb75d8db1cee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (E)-heptadec-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H60O10/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-22-25-33(46)50-36-30(5)43-32-26-29(4)35(47)41(32,49)39(48)40(27-45)37(51-40)34(43)38-42(36,28(2)3)53-44(52-38,54-43)31-23-20-19-21-24-31/h19-26,30,32,34,36-39,45,48-49H,2,6-18,27H2,1,3-5H3/b25-22+/t30-,32-,34+,36-,37+,38-,39-,40+,41-,42+,43+,44-/m1/s1
InChI Key PPQADCYEUBNTIO-ZQEBQFCLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H60O10
Molecular Weight 748.90 g/mol
Exact Mass 748.41864811 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 8.80
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (E)-heptadec-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9260 92.60%
Caco-2 - 0.8369 83.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7521 75.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7891 78.91%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9744 97.44%
P-glycoprotein inhibitior + 0.7559 75.59%
P-glycoprotein substrate + 0.6308 63.08%
CYP3A4 substrate + 0.7063 70.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition + 0.6710 67.10%
CYP2C9 inhibition - 0.6900 69.00%
CYP2C19 inhibition - 0.7652 76.52%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.7593 75.93%
CYP2C8 inhibition + 0.7713 77.13%
CYP inhibitory promiscuity - 0.7026 70.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6177 61.77%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.6461 64.61%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7825 78.25%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6477 64.77%
Acute Oral Toxicity (c) I 0.3700 37.00%
Estrogen receptor binding + 0.7682 76.82%
Androgen receptor binding + 0.7461 74.61%
Thyroid receptor binding + 0.5505 55.05%
Glucocorticoid receptor binding + 0.6490 64.90%
Aromatase binding + 0.5895 58.95%
PPAR gamma + 0.6723 67.23%
Honey bee toxicity - 0.8072 80.72%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5848 58.48%
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 98.37% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.82% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.04% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.89% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.59% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.92% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.89% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.63% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 92.63% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 92.15% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.94% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 89.40% 98.03%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.54% 92.08%
CHEMBL2996 Q05655 Protein kinase C delta 87.44% 97.79%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.39% 83.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 86.27% 85.94%
CHEMBL3401 O75469 Pregnane X receptor 85.99% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.86% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.85% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.94% 96.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.53% 96.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.12% 93.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.58% 92.32%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.63% 96.90%
CHEMBL5028 O14672 ADAM10 80.29% 97.50%

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.
Thymelaea hirsuta

Cross-Links

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PubChem 163069578
LOTUS LTS0163435
wikiData Q105212996