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5-[(1S)-1-[(1R,4aR,6S,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde

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 1e302ccf-603f-4d80-9095-b7a24d68690c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name 5-[(1S)-1-[(1R,4aR,6S,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
SMILES (Canonical) CC(C)CC(C1CCC(=C)C2C1(CCC(C2)C(C)(C)O)C)C3=C(C(=C(C(=C3O)C=O)O)C=O)O
SMILES (Isomeric) CC(C)C[C@@H]([C@H]1CCC(=C)[C@@H]2[C@@]1(CC[C@@H](C2)C(C)(C)O)C)C3=C(C(=C(C(=C3O)C=O)O)C=O)O
InChI InChI=1S/C28H40O6/c1-15(2)11-18(23-25(32)19(13-29)24(31)20(14-30)26(23)33)21-8-7-16(3)22-12-17(27(4,5)34)9-10-28(21,22)6/h13-15,17-18,21-22,31-34H,3,7-12H2,1-2,4-6H3/t17-,18-,21+,22+,28+/m0/s1
InChI Key OOAOETHJYYAVCC-MTSSLACQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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218290-59-6

2D Structure

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2D Structure of 5-[(1S)-1-[(1R,4aR,6S,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.6903 69.03%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8025 80.25%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.7116 71.16%
OATP1B3 inhibitior - 0.3467 34.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8369 83.69%
P-glycoprotein inhibitior - 0.5294 52.94%
P-glycoprotein substrate - 0.6263 62.63%
CYP3A4 substrate + 0.6659 66.59%
CYP2C9 substrate - 0.6021 60.21%
CYP2D6 substrate - 0.8317 83.17%
CYP3A4 inhibition - 0.6665 66.65%
CYP2C9 inhibition + 0.5290 52.90%
CYP2C19 inhibition - 0.5315 53.15%
CYP2D6 inhibition - 0.8877 88.77%
CYP1A2 inhibition + 0.6986 69.86%
CYP2C8 inhibition + 0.4948 49.48%
CYP inhibitory promiscuity + 0.5085 50.85%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9111 91.11%
Carcinogenicity (trinary) Non-required 0.7253 72.53%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8945 89.45%
Skin irritation - 0.6380 63.80%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3670 36.70%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5793 57.93%
skin sensitisation - 0.6388 63.88%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8769 87.69%
Acute Oral Toxicity (c) III 0.5353 53.53%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.7701 77.01%
Thyroid receptor binding + 0.5745 57.45%
Glucocorticoid receptor binding + 0.8067 80.67%
Aromatase binding + 0.6973 69.73%
PPAR gamma + 0.6063 60.63%
Honey bee toxicity - 0.8335 83.35%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.03% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.89% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.12% 95.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 93.00% 90.93%
CHEMBL237 P41145 Kappa opioid receptor 92.72% 98.10%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.43% 93.56%
CHEMBL268 P43235 Cathepsin K 88.91% 96.85%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.82% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.72% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.29% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 86.04% 99.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.11% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.74% 94.08%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.06% 85.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.90% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.41% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.28% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.73% 97.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.66% 83.57%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.66% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.53% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.46% 93.00%

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 133561813
LOTUS LTS0103264
wikiData Q105195262