8-Deoxylactucin

Details

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Internal ID d0079040-7d41-40ec-90d7-07216a8bc699
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (3aS,9aS,9bS)-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
SMILES (Canonical) CC1=C2C(C3C(CC1)C(=C)C(=O)O3)C(=CC2=O)CO
SMILES (Isomeric) CC1=C2[C@@H]([C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C(=CC2=O)CO
InChI InChI=1S/C15H16O4/c1-7-3-4-10-8(2)15(18)19-14(10)13-9(6-16)5-11(17)12(7)13/h5,10,13-14,16H,2-4,6H2,1H3/t10-,13-,14-/m0/s1
InChI Key NIYXMGSLECQTQT-BPNCWPANSA-N
Popularity 27 references in papers

Physical and Chemical Properties

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Molecular Formula C15H16O4
Molecular Weight 260.28 g/mol
Exact Mass 260.10485899 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.31
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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65725-10-2
DEOXYLACTUCIN
CHEBI:2313
CHEMBL365239
C09392
(3aS,9aS,9bS)-9-(hydroxymethyl)-6-methyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2,7-dione
Azuleno(4,5-b)furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-9-(hydroxymethyl)-6-methyl-3-methylene-, (3aS-(3aalpha,9aalpha,9bbeta))-
Azuleno[4,5-b]furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-9-(hydroxymethyl)-6-methyl-3-methylene-, (3aS,9aS,9bS)-
AC1L9CF5
8-Deoxy-lactucin
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 8-Deoxylactucin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 + 0.6048 60.48%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.5866 58.66%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8877 88.77%
OATP1B3 inhibitior + 0.9435 94.35%
MATE1 inhibitior - 0.8412 84.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.9340 93.40%
P-glycoprotein inhibitior - 0.9233 92.33%
P-glycoprotein substrate - 0.8615 86.15%
CYP3A4 substrate + 0.5296 52.96%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.8733 87.33%
CYP2C9 inhibition - 0.7997 79.97%
CYP2C19 inhibition - 0.8404 84.04%
CYP2D6 inhibition - 0.8685 86.85%
CYP1A2 inhibition + 0.6109 61.09%
CYP2C8 inhibition - 0.8018 80.18%
CYP inhibitory promiscuity - 0.9171 91.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6091 60.91%
Eye corrosion - 0.9405 94.05%
Eye irritation - 0.6612 66.12%
Skin irritation - 0.5460 54.60%
Skin corrosion - 0.8640 86.40%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.7383 73.83%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.7358 73.58%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5209 52.09%
Acute Oral Toxicity (c) III 0.5916 59.16%
Estrogen receptor binding - 0.6996 69.96%
Androgen receptor binding + 0.6917 69.17%
Thyroid receptor binding - 0.5785 57.85%
Glucocorticoid receptor binding + 0.6116 61.16%
Aromatase binding - 0.8188 81.88%
PPAR gamma - 0.6997 69.97%
Honey bee toxicity - 0.9232 92.32%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9606 96.06%

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 91.37% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.32% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.25% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.23% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.83% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.84% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.40% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.01% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.69% 94.45%

Cross-Links

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PubChem 442196
NPASS NPC268298
LOTUS LTS0248665
wikiData Q27105623