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4-[12-Hydroxy-16-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11-tetraen-19-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 1b7841d7-edaf-43e0-8f6b-a76ea192db6c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name 4-[12-hydroxy-16-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11-tetraen-19-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C(C4C3=O)OC)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
SMILES (Isomeric) CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C(C4C3=O)OC)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
InChI InChI=1S/C39H48O9/c1-20(2)11-10-16-37(8)17-15-23-29(40)27-30(41)28-33(45-9)25-19-26-36(6,7)48-38(34(25)42,18-14-22(5)35(43)44)39(26,28)47-32(27)24(31(23)46-37)13-12-21(3)4/h11-12,14-15,17,25-26,28,33,40H,10,13,16,18-19H2,1-9H3,(H,43,44)
InChI Key WRIWCDIPAFGNEY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48O9
Molecular Weight 660.80 g/mol
Exact Mass 660.32983310 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.94
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[12-Hydroxy-16-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11-tetraen-19-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 + 0.9648 96.48%
Caco-2 - 0.8071 80.71%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7678 76.78%
OATP2B1 inhibitior - 0.5739 57.39%
OATP1B1 inhibitior - 0.5263 52.63%
OATP1B3 inhibitior - 0.2448 24.48%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9968 99.68%
P-glycoprotein inhibitior + 0.8341 83.41%
P-glycoprotein substrate + 0.6405 64.05%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7800 78.00%
CYP2C9 inhibition - 0.6075 60.75%
CYP2C19 inhibition - 0.5851 58.51%
CYP2D6 inhibition - 0.8608 86.08%
CYP1A2 inhibition - 0.5201 52.01%
CYP2C8 inhibition + 0.7596 75.96%
CYP inhibitory promiscuity - 0.6388 63.88%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4785 47.85%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.6903 69.03%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3770 37.70%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8219 82.19%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9214 92.14%
Acute Oral Toxicity (c) I 0.5599 55.99%
Estrogen receptor binding + 0.8253 82.53%
Androgen receptor binding + 0.7732 77.32%
Thyroid receptor binding + 0.6334 63.34%
Glucocorticoid receptor binding + 0.8507 85.07%
Aromatase binding + 0.7529 75.29%
PPAR gamma + 0.7527 75.27%
Honey bee toxicity - 0.7007 70.07%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9916 99.16%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 300 nM
 Ki
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.72% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.21% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.35% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.45% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.76% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.23% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.66% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 89.86% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.86% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.35% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.00% 89.34%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.99% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.93% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.28% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.17% 96.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 85.94% 96.12%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.75% 97.28%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.79% 85.30%
CHEMBL1937 Q92769 Histone deacetylase 2 82.84% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 80.86% 91.49%
CHEMBL284 P27487 Dipeptidyl peptidase IV 80.29% 95.69%

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 74318665
LOTUS LTS0160770
wikiData Q105311331