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4-[12-Hydroxy-8,8,22,22-tetramethyl-5-(3-methylbut-2-enyl)-14,19-dioxo-3,7,16,21-tetraoxaheptacyclo[16.4.1.02,15.02,20.04,13.06,11.015,17]tricosa-4(13),5,9,11-tetraen-20-yl]-2-methylbut-2-enoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6bed421b-52d0-4ea1-90b7-7b303d9b2c8c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name 4-[12-hydroxy-8,8,22,22-tetramethyl-5-(3-methylbut-2-enyl)-14,19-dioxo-3,7,16,21-tetraoxaheptacyclo[16.4.1.02,15.02,20.04,13.06,11.015,17]tricosa-4(13),5,9,11-tetraen-20-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C7C4(C3=O)O7)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C7C4(C3=O)O7)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C33H36O9/c1-15(2)8-9-18-23-17(11-12-29(4,5)39-23)22(34)21-24(18)40-33-20-14-19(27-32(33,41-27)26(21)36)25(35)31(33,42-30(20,6)7)13-10-16(3)28(37)38/h8,10-12,19-20,27,34H,9,13-14H2,1-7H3,(H,37,38)
InChI Key RTMLGMAUYDDZFR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H36O9
Molecular Weight 576.60 g/mol
Exact Mass 576.23593272 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[12-Hydroxy-8,8,22,22-tetramethyl-5-(3-methylbut-2-enyl)-14,19-dioxo-3,7,16,21-tetraoxaheptacyclo[16.4.1.02,15.02,20.04,13.06,11.015,17]tricosa-4(13),5,9,11-tetraen-20-yl]-2-methylbut-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9713 97.13%
Caco-2 - 0.7605 76.05%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7210 72.10%
OATP2B1 inhibitior - 0.7113 71.13%
OATP1B1 inhibitior - 0.3459 34.59%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9856 98.56%
P-glycoprotein inhibitior + 0.8013 80.13%
P-glycoprotein substrate + 0.5813 58.13%
CYP3A4 substrate + 0.6953 69.53%
CYP2C9 substrate - 0.6032 60.32%
CYP2D6 substrate - 0.8679 86.79%
CYP3A4 inhibition - 0.7965 79.65%
CYP2C9 inhibition - 0.5503 55.03%
CYP2C19 inhibition - 0.5705 57.05%
CYP2D6 inhibition - 0.8926 89.26%
CYP1A2 inhibition - 0.7056 70.56%
CYP2C8 inhibition + 0.7495 74.95%
CYP inhibitory promiscuity - 0.6372 63.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4913 49.13%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8746 87.46%
Skin irritation - 0.6652 66.52%
Skin corrosion - 0.9096 90.96%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6342 63.42%
skin sensitisation - 0.7241 72.41%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9343 93.43%
Acute Oral Toxicity (c) I 0.4739 47.39%
Estrogen receptor binding + 0.8216 82.16%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.6547 65.47%
Glucocorticoid receptor binding + 0.8584 85.84%
Aromatase binding + 0.7963 79.63%
PPAR gamma + 0.7474 74.74%
Honey bee toxicity - 0.7541 75.41%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9937 99.37%

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 99.57% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.22% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.11% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.94% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.20% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 94.30% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 92.47% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.23% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.78% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.34% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 90.26% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 90.19% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.49% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.51% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.37% 91.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.16% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 85.48% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.14% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.38% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.50% 89.34%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.20% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.92% 95.89%

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.
Garcinia hanburyi

Cross-Links

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PubChem 73234764
LOTUS LTS0114503
wikiData Q105245262