Daucoguaianolactone D

Details

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Internal ID 0c7e8f8f-8342-4b3d-b42f-19fb9754803c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(3S,3aR,4S,9aR,9bS)-3,6,9-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC(=C2C(C3C1C(C(=O)O3)(C)OC(=O)C(=CC)C)C(=CC2=O)C)C
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1CC(=C2[C@H]([C@H]3[C@@H]1[C@](C(=O)O3)(C)OC(=O)/C(=C\C)/C)C(=CC2=O)C)C
InChI InChI=1S/C25H32O7/c1-8-12(3)22(27)30-17-11-15(6)18-16(26)10-14(5)19(18)21-20(17)25(7,24(29)31-21)32-23(28)13(4)9-2/h9-10,12,17,19-21H,8,11H2,1-7H3/b13-9-/t12?,17-,19+,20+,21-,25-/m0/s1
InChI Key NOBKNSFNHSHWTH-JGTUFZOGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O7
Molecular Weight 444.50 g/mol
Exact Mass 444.21480336 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Daucoguaianolactone D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 + 0.5365 53.65%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5338 53.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8442 84.42%
OATP1B3 inhibitior + 0.9091 90.91%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9167 91.67%
P-glycoprotein inhibitior + 0.8658 86.58%
P-glycoprotein substrate + 0.5203 52.03%
CYP3A4 substrate + 0.6590 65.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9027 90.27%
CYP3A4 inhibition - 0.5584 55.84%
CYP2C9 inhibition - 0.7666 76.66%
CYP2C19 inhibition - 0.7018 70.18%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.6195 61.95%
CYP2C8 inhibition + 0.4811 48.11%
CYP inhibitory promiscuity - 0.6944 69.44%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.4224 42.24%
Eye corrosion - 0.9651 96.51%
Eye irritation - 0.8856 88.56%
Skin irritation - 0.6294 62.94%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7261 72.61%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.7033 70.33%
skin sensitisation - 0.6430 64.30%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5506 55.06%
Acute Oral Toxicity (c) III 0.5250 52.50%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.6696 66.96%
Thyroid receptor binding + 0.5331 53.31%
Glucocorticoid receptor binding + 0.7940 79.40%
Aromatase binding + 0.5424 54.24%
PPAR gamma + 0.7144 71.44%
Honey bee toxicity - 0.7125 71.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9513 95.13%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.79% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.63% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.12% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.90% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.44% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.43% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.71% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.32% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.17% 96.47%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.05% 96.37%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.98% 97.21%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.61% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.34% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.89% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.35% 100.00%

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.

Cross-Links

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PubChem 46186106
LOTUS LTS0019887
wikiData Q105182455