5-[(1R)-1-[(1R,4R,6S,8aR)-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde

Details

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Internal ID 1898efd4-d99f-4575-b31c-a9e5b80b20db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name 5-[(1R)-1-[(1R,4R,6S,8aR)-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
SMILES (Canonical) CC1CCC(C2(C1=CC(CC2)C(C)(C)O)C)C(CC(C)C)C3=C(C(=C(C(=C3O)C=O)O)C=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2(C1=C[C@H](CC2)C(C)(C)O)C)[C@@H](CC(C)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/h12-18,21,31-34H,7-11H2,1-6H3/t16-,17+,18-,21-,28-/m1/s1
InChI Key XJNGQIYBMXBCRU-RHUSKIKKSA-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 6.20
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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142628-54-4
HY-N3342
AKOS040762010
CS-0023943

2D Structure

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2D Structure of 5-[(1R)-1-[(1R,4R,6S,8aR)-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-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 + 0.9940 99.40%
Caco-2 - 0.6078 60.78%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8552 85.52%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.7580 75.80%
OATP1B3 inhibitior - 0.3642 36.42%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8964 89.64%
P-glycoprotein inhibitior - 0.4868 48.68%
P-glycoprotein substrate - 0.5293 52.93%
CYP3A4 substrate + 0.6294 62.94%
CYP2C9 substrate - 0.6021 60.21%
CYP2D6 substrate - 0.8317 83.17%
CYP3A4 inhibition - 0.7100 71.00%
CYP2C9 inhibition - 0.5055 50.55%
CYP2C19 inhibition - 0.5983 59.83%
CYP2D6 inhibition - 0.8873 88.73%
CYP1A2 inhibition + 0.7077 70.77%
CYP2C8 inhibition + 0.4575 45.75%
CYP inhibitory promiscuity + 0.5520 55.20%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9211 92.11%
Carcinogenicity (trinary) Non-required 0.7167 71.67%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.6315 63.15%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6982 69.82%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5305 53.05%
skin sensitisation - 0.6792 67.92%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9194 91.94%
Acute Oral Toxicity (c) III 0.5432 54.32%
Estrogen receptor binding + 0.8147 81.47%
Androgen receptor binding + 0.7071 70.71%
Thyroid receptor binding + 0.6203 62.03%
Glucocorticoid receptor binding + 0.8331 83.31%
Aromatase binding + 0.7484 74.84%
PPAR gamma + 0.6203 62.03%
Honey bee toxicity - 0.8847 88.47%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6400 64.00%
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 98.69% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.89% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.12% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.57% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.63% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.85% 90.93%
CHEMBL237 P41145 Kappa opioid receptor 82.68% 98.10%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 82.22% 98.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.80% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.72% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.43% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.19% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.11% 89.00%

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 131847955
LOTUS LTS0052240
wikiData Q105329068