4-(3,7-Dimethylocta-2,6-dienyl)-1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthen-9-one

Details

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Internal ID 1b9195c1-e45a-46dd-bb2a-01cef9d3ff36
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
IUPAC Name 4-(3,7-dimethylocta-2,6-dienyl)-1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthen-9-one
SMILES (Canonical) CC(=CCCC(=CCC1=C2C(=C(C(=C1O)CC=C(C)C)O)C(=O)C3=C(O2)C=CC(=C3)O)C)C
SMILES (Isomeric) CC(=CCCC(=CCC1=C2C(=C(C(=C1O)CC=C(C)C)O)C(=O)C3=C(O2)C=CC(=C3)O)C)C
InChI InChI=1S/C28H32O5/c1-16(2)7-6-8-18(5)10-13-21-25(30)20(12-9-17(3)4)26(31)24-27(32)22-15-19(29)11-14-23(22)33-28(21)24/h7,9-11,14-15,29-31H,6,8,12-13H2,1-5H3
InChI Key ZHJQVNDLFGICFY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O5
Molecular Weight 448.50 g/mol
Exact Mass 448.22497412 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 8.20
Atomic LogP (AlogP) 6.81
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-(3,7-Dimethylocta-2,6-dienyl)-1,3,7-trihydroxy-2-(3-methylbut-2-enyl)xanthen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9843 98.43%
Caco-2 - 0.7645 76.45%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7195 71.95%
OATP2B1 inhibitior + 0.5775 57.75%
OATP1B1 inhibitior + 0.7818 78.18%
OATP1B3 inhibitior + 0.9062 90.62%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8911 89.11%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate - 0.6276 62.76%
CYP3A4 substrate + 0.5867 58.67%
CYP2C9 substrate - 0.5755 57.55%
CYP2D6 substrate - 0.8328 83.28%
CYP3A4 inhibition + 0.6350 63.50%
CYP2C9 inhibition + 0.5619 56.19%
CYP2C19 inhibition + 0.6457 64.57%
CYP2D6 inhibition - 0.7189 71.89%
CYP1A2 inhibition + 0.9086 90.86%
CYP2C8 inhibition + 0.4534 45.34%
CYP inhibitory promiscuity + 0.7204 72.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7756 77.56%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.7069 70.69%
Skin irritation - 0.7444 74.44%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7077 70.77%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8482 84.82%
Acute Oral Toxicity (c) III 0.5043 50.43%
Estrogen receptor binding + 0.8764 87.64%
Androgen receptor binding + 0.8390 83.90%
Thyroid receptor binding + 0.5804 58.04%
Glucocorticoid receptor binding + 0.8473 84.73%
Aromatase binding + 0.6980 69.80%
PPAR gamma + 0.9010 90.10%
Honey bee toxicity - 0.8152 81.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.28% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.69% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.08% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 95.90% 94.73%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 93.96% 92.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.08% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.70% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.29% 95.56%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 89.82% 93.10%
CHEMBL1951 P21397 Monoamine oxidase A 87.75% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.69% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.06% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.96% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.51% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.44% 90.71%

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.
Cratoxylum cochinchinense
Cratoxylum formosum

Cross-Links

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PubChem 73036428
LOTUS LTS0276012
wikiData Q105375802