Cacalonol

Details

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Internal ID 06750962-df5d-4e9f-b824-a3a1dd82b6c4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 4-hydroxy-3,4,5-trimethylbenzo[f][1]benzofuran-9-one
SMILES (Canonical) CC1=C2C(=CC=C1)C(=O)C3=C(C2(C)O)C(=CO3)C
SMILES (Isomeric) CC1=C2C(=CC=C1)C(=O)C3=C(C2(C)O)C(=CO3)C
InChI InChI=1S/C15H14O3/c1-8-5-4-6-10-11(8)15(3,17)12-9(2)7-18-14(12)13(10)16/h4-7,17H,1-3H3
InChI Key OKXRQISDRKEMCB-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H14O3
Molecular Weight 242.27 g/mol
Exact Mass 242.094294304 g/mol
Topological Polar Surface Area (TPSA) 50.40 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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54707-45-8
4-Hydroxy-3,4,5-trimethylnaphtho(2,3-b)furan-9(4H)-one
Naphtho(2,3-b)furan-9(4H)-one, 4-hydroxy-3,4,5-trimethyl-
4-Hydroxy-3,4,5-trimethylnaphtho[2,3-b]furan-9(4H)-one
DTXSID40970011

2D Structure

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2D Structure of Cacalonol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 + 0.8679 86.79%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.7571 75.71%
Subcellular localzation Mitochondria 0.6878 68.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9415 94.15%
OATP1B3 inhibitior + 0.9444 94.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7661 76.61%
P-glycoprotein inhibitior - 0.8685 86.85%
P-glycoprotein substrate - 0.9512 95.12%
CYP3A4 substrate + 0.5155 51.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8014 80.14%
CYP3A4 inhibition - 0.9056 90.56%
CYP2C9 inhibition - 0.7796 77.96%
CYP2C19 inhibition - 0.7033 70.33%
CYP2D6 inhibition - 0.9213 92.13%
CYP1A2 inhibition + 0.7983 79.83%
CYP2C8 inhibition - 0.8718 87.18%
CYP inhibitory promiscuity - 0.5845 58.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4218 42.18%
Eye corrosion - 0.9792 97.92%
Eye irritation - 0.5914 59.14%
Skin irritation - 0.6837 68.37%
Skin corrosion - 0.9696 96.96%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8223 82.23%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.6927 69.27%
skin sensitisation - 0.7121 71.21%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6948 69.48%
Acute Oral Toxicity (c) III 0.5812 58.12%
Estrogen receptor binding + 0.7090 70.90%
Androgen receptor binding - 0.5313 53.13%
Thyroid receptor binding - 0.5237 52.37%
Glucocorticoid receptor binding + 0.5792 57.92%
Aromatase binding + 0.6235 62.35%
PPAR gamma + 0.6019 60.19%
Honey bee toxicity - 0.9748 97.48%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8898 88.98%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.54% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.74% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.40% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.06% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.76% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.60% 99.23%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.96% 93.65%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.19% 91.11%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.77% 90.24%
CHEMBL1907 P15144 Aminopeptidase N 80.74% 93.31%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.74% 96.67%
CHEMBL1951 P21397 Monoamine oxidase A 80.38% 91.49%
CHEMBL1937 Q92769 Histone deacetylase 2 80.36% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.15% 94.00%

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.
Culcitium canescens
Jacobaea erucifolia subsp. erucifolia
Parasenecio auriculatus
Senecio coronatus
Trichilia martiana

Cross-Links

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PubChem 3085072
LOTUS LTS0098764
wikiData Q82953087