Lactupicrinal

Details

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Internal ID 572531e8-0a64-4a1c-b3bb-02f1aba2ad75
Taxonomy Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
IUPAC Name [(3aR,4S,9aS,9bR)-9-formyl-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) CC1=C2C(C3C(C(C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)C=O
SMILES (Isomeric) CC1=C2[C@@H]([C@@H]3[C@@H]([C@H](C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)C=O
InChI InChI=1S/C23H20O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9-10,17,20-22,25H,2,7-8H2,1H3/t17-,20+,21-,22-/m0/s1
InChI Key JRVDJWWCTWHLPD-XGARDCMYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H20O7
Molecular Weight 408.40 g/mol
Exact Mass 408.12090297 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Lactupicrinal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6306 63.06%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5837 58.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8017 80.17%
OATP1B3 inhibitior + 0.9016 90.16%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6524 65.24%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6505 65.05%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition - 0.5798 57.98%
CYP2C9 inhibition - 0.6856 68.56%
CYP2C19 inhibition - 0.6099 60.99%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.5660 56.60%
CYP2C8 inhibition + 0.7095 70.95%
CYP inhibitory promiscuity - 0.6553 65.53%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.8843 88.43%
Carcinogenicity (trinary) Non-required 0.4727 47.27%
Eye corrosion - 0.9585 95.85%
Eye irritation - 0.8311 83.11%
Skin irritation - 0.6778 67.78%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6730 67.30%
Micronuclear + 0.5759 57.59%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.6253 62.53%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.7789 77.89%
Acute Oral Toxicity (c) III 0.3899 38.99%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.7369 73.69%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding + 0.7529 75.29%
Aromatase binding - 0.6818 68.18%
PPAR gamma + 0.6582 65.82%
Honey bee toxicity - 0.7826 78.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9968 99.68%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.19% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.20% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.11% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.27% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.88% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.85% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.34% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.57% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.51% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 84.85% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.06% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.09% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.77% 96.09%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.34% 96.37%

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.
Agathosma scaberula
Balanophora harlandii
Cichorium intybus
Euphorbia nicaeensis
Lupinus cosentinii
Polemonium caeruleum
Strychnos ledermannii
Viburnum davidii

Cross-Links

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PubChem 101122883
NPASS NPC173471
LOTUS LTS0240295
wikiData Q105134119