14,16-Dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-17-carbaldehyde

Details

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Internal ID b38f3bb1-a469-4423-8d35-88c79689a6c4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name 14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-17-carbaldehyde
SMILES (Canonical) CC1=CCCC2(CC3=C(C(=C(C(=C3OC2C4C(C4(C)C)CC1)C=O)O)C(=O)CC(C)C)O)C
SMILES (Isomeric) CC1=CCCC2(CC3=C(C(=C(C(=C3OC2C4C(C4(C)C)CC1)C=O)O)C(=O)CC(C)C)O)C
InChI InChI=1S/C28H38O5/c1-15(2)12-20(30)21-23(31)17-13-28(6)11-7-8-16(3)9-10-19-22(27(19,4)5)26(28)33-25(17)18(14-29)24(21)32/h8,14-15,19,22,26,31-32H,7,9-13H2,1-6H3
InChI Key JIUCFHYHXVNZMU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O5
Molecular Weight 454.60 g/mol
Exact Mass 454.27192431 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 14,16-Dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-17-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9778 97.78%
Caco-2 + 0.4879 48.79%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7666 76.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8151 81.51%
OATP1B3 inhibitior + 0.8592 85.92%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9158 91.58%
P-glycoprotein inhibitior + 0.6762 67.62%
P-glycoprotein substrate - 0.5082 50.82%
CYP3A4 substrate + 0.6764 67.64%
CYP2C9 substrate - 0.6062 60.62%
CYP2D6 substrate - 0.8137 81.37%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.6284 62.84%
CYP2C19 inhibition - 0.6251 62.51%
CYP2D6 inhibition - 0.8847 88.47%
CYP1A2 inhibition + 0.7040 70.40%
CYP2C8 inhibition + 0.6723 67.23%
CYP inhibitory promiscuity - 0.5595 55.95%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7458 74.58%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8604 86.04%
Skin irritation - 0.6854 68.54%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8142 81.42%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5396 53.96%
skin sensitisation - 0.7579 75.79%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5792 57.92%
Acute Oral Toxicity (c) III 0.4665 46.65%
Estrogen receptor binding + 0.8403 84.03%
Androgen receptor binding + 0.7180 71.80%
Thyroid receptor binding + 0.5525 55.25%
Glucocorticoid receptor binding + 0.8817 88.17%
Aromatase binding + 0.8112 81.12%
PPAR gamma + 0.7247 72.47%
Honey bee toxicity - 0.8115 81.15%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.88% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.57% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.22% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.08% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.96% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.79% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.70% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.44% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.21% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.69% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.32% 98.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.35% 89.67%
CHEMBL3055 P50613 Cyclin-dependent kinase 7 85.02% 81.88%
CHEMBL3401 O75469 Pregnane X receptor 84.53% 94.73%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.33% 83.10%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.90% 93.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.65% 96.47%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.34% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.31% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.17% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.72% 94.33%
CHEMBL5028 O14672 ADAM10 81.63% 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.
Eucalyptus globulus

Cross-Links

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PubChem 74041680
LOTUS LTS0137984
wikiData Q105129332