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[(1R,2S,4R,5S,6S,10S,11R,12R,14R,15R)-5,6,11,15-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-14-prop-1-en-2-yl-3-oxatetracyclo[9.4.0.02,4.06,10]pentadec-8-en-14-yl] (2E,4E)-pentadeca-2,4-dienoate

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 db211fd9-2270-44e7-8950-1568780b055e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2S,4R,5S,6S,10S,11R,12R,14R,15R)-5,6,11,15-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-14-prop-1-en-2-yl-3-oxatetracyclo[9.4.0.02,4.06,10]pentadec-8-en-14-yl] (2E,4E)-pentadeca-2,4-dienoate
SMILES (Canonical) CCCCCCCCCCC=CC=CC(=O)OC1(CC(C2(C3C=C(C(=O)C3(C(C4(C(C2C1O)O4)CO)O)O)C)O)C)C(=C)C
SMILES (Isomeric) CCCCCCCCCC/C=C/C=C/C(=O)O[C@]1(C[C@H]([C@@]2([C@@H]3C=C(C(=O)[C@]3([C@@H]([C@@]4([C@H]([C@H]2[C@H]1O)O4)CO)O)O)C)O)C)C(=C)C
InChI InChI=1S/C35H52O9/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-26(37)43-32(22(2)3)20-24(5)34(41)25-19-23(4)28(38)35(25,42)31(40)33(21-36)30(44-33)27(34)29(32)39/h15-19,24-25,27,29-31,36,39-42H,2,6-14,20-21H2,1,3-5H3/b16-15+,18-17+/t24-,25+,27-,29-,30+,31-,32-,33+,34+,35-/m1/s1
InChI Key GXLKADKAZHQTAZ-KRECEFITSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4R,5S,6S,10S,11R,12R,14R,15R)-5,6,11,15-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-14-prop-1-en-2-yl-3-oxatetracyclo[9.4.0.02,4.06,10]pentadec-8-en-14-yl] (2E,4E)-pentadeca-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9006 90.06%
Caco-2 - 0.8375 83.75%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7094 70.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8133 81.33%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5526 55.26%
BSEP inhibitior + 0.8827 88.27%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate + 0.5861 58.61%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8963 89.63%
CYP3A4 inhibition - 0.5477 54.77%
CYP2C9 inhibition + 0.5474 54.74%
CYP2C19 inhibition - 0.7515 75.15%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.7128 71.28%
CYP2C8 inhibition + 0.6113 61.13%
CYP inhibitory promiscuity - 0.8708 87.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7011 70.11%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9154 91.54%
Skin irritation - 0.5708 57.08%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7439 74.39%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5972 59.72%
skin sensitisation - 0.8835 88.35%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6126 61.26%
Acute Oral Toxicity (c) III 0.4650 46.50%
Estrogen receptor binding + 0.7340 73.40%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding + 0.5525 55.25%
Glucocorticoid receptor binding + 0.6714 67.14%
Aromatase binding + 0.6350 63.50%
PPAR gamma + 0.5812 58.12%
Honey bee toxicity - 0.7962 79.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6970 69.70%
Fish aquatic toxicity + 0.9920 99.20%

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 97.89% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.49% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.64% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.60% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.97% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.49% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.37% 94.73%
CHEMBL299 P17252 Protein kinase C alpha 89.68% 98.03%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.56% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.10% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.40% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.13% 92.32%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.29% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.78% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.78% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.18% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.72% 90.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 83.52% 85.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.13% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.52% 95.50%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 82.42% 91.81%
CHEMBL1937 Q92769 Histone deacetylase 2 82.39% 94.75%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.88% 94.80%
CHEMBL2996 Q05655 Protein kinase C delta 80.18% 97.79%

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.
Stellera chamaejasme

Cross-Links

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PubChem 11039381
LOTUS LTS0116687
wikiData Q105023168