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Eremoxylarin A

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 fbbb4b1a-87d4-4c8a-a54b-9cd27c1bd704
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (1S,4R,7R,8aR)-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-4-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]oxy-1,2,3,4,7,8-hexahydronaphthalene-1-carboxylic acid
SMILES (Canonical) CCC(C)CC(C)C=C(C)C=CC(=O)OC1CCC(C2(C1=CC(=O)C(C2)C(=C)C=O)C)C(=O)O
SMILES (Isomeric) CCC(C)CC(C)/C=C(\C)/C=C/C(=O)O[C@@H]1CC[C@@H]([C@@]2(C1=CC(=O)[C@H](C2)C(=C)C=O)C)C(=O)O
InChI InChI=1S/C28H38O6/c1-7-17(2)12-19(4)13-18(3)8-11-26(31)34-25-10-9-22(27(32)33)28(6)15-21(20(5)16-29)24(30)14-23(25)28/h8,11,13-14,16-17,19,21-22,25H,5,7,9-10,12,15H2,1-4,6H3,(H,32,33)/b11-8+,18-13+/t17?,19?,21-,22-,25-,28-/m1/s1
InChI Key JNXDHAJFIDNOLG-SRZGMPGVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 97.70 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.24
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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(1S,4R,7R,8aR)-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-4-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]oxy-1,2,3,4,7,8-hexahydronaphthalene-1-carboxylic acid
(1S,4R,7R,8AR)-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-4-(((2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl)oxy)-1,2,3,4,6,7,8,8a-octahydronaphthalene-1-carboxylate
(1S,4R,7R,8aR)-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-4-((2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl)oxy-1,2,3,4,7,8-hexahydronaphthalene-1-carboxylic acid
(1S,4R,7R,8AR)-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-4-{[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]oxy}-1,2,3,4,6,7,8,8a-octahydronaphthalene-1-carboxylate
RefChem:137493
CHEBI:215322

2D Structure

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2D Structure of Eremoxylarin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 - 0.7355 73.55%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8150 81.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8057 80.57%
OATP1B3 inhibitior + 0.7878 78.78%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9083 90.83%
P-glycoprotein inhibitior + 0.6594 65.94%
P-glycoprotein substrate + 0.5621 56.21%
CYP3A4 substrate + 0.6794 67.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9101 91.01%
CYP3A4 inhibition + 0.5471 54.71%
CYP2C9 inhibition - 0.8619 86.19%
CYP2C19 inhibition - 0.8152 81.52%
CYP2D6 inhibition - 0.9227 92.27%
CYP1A2 inhibition - 0.8322 83.22%
CYP2C8 inhibition + 0.5651 56.51%
CYP inhibitory promiscuity - 0.8246 82.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6760 67.60%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9551 95.51%
Skin irritation + 0.5900 59.00%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7776 77.76%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5283 52.83%
skin sensitisation - 0.7473 74.73%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7454 74.54%
Acute Oral Toxicity (c) III 0.7508 75.08%
Estrogen receptor binding + 0.6511 65.11%
Androgen receptor binding + 0.7460 74.60%
Thyroid receptor binding + 0.5206 52.06%
Glucocorticoid receptor binding + 0.7935 79.35%
Aromatase binding + 0.5565 55.65%
PPAR gamma + 0.5703 57.03%
Honey bee toxicity - 0.7944 79.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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 97.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.66% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.52% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.59% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.46% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.28% 97.25%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 88.95% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.93% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 87.67% 95.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.01% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.27% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.22% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.00% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.44% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.69% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.43% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.85% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.18% 99.17%

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.
There are no matching plants.

Cross-Links

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PubChem 139588521
LOTUS LTS0060066
wikiData Q105132165