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4-[15-Hydroxy-11-methoxy-6,6,19,23,23-pentamethyl-26-(2-methylbut-3-en-2-yl)-9,13-dioxo-2,7,24-trioxaheptacyclo[12.12.0.03,8.03,12.05,10.016,25.017,22]hexacosa-1(14),15,17(22),18,20,25-hexaen-8-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 935cbfb7-4b7d-4273-a4cd-1902a6886593
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name 4-[15-hydroxy-11-methoxy-6,6,19,23,23-pentamethyl-26-(2-methylbut-3-en-2-yl)-9,13-dioxo-2,7,24-trioxaheptacyclo[12.12.0.03,8.03,12.05,10.016,25.017,22]hexacosa-1(14),15,17(22),18,20,25-hexaen-8-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC1=CC2=C(C=C1)C(OC3=C(C4=C(C(=O)C5C(C6C7CC5(O4)C(C6=O)(OC7(C)C)CC=C(C)C(=O)O)OC)C(=C23)O)C(C)(C)C=C)(C)C
SMILES (Isomeric) CC1=CC2=C(C=C1)C(OC3=C(C4=C(C(=O)C5C(C6C7CC5(O4)C(C6=O)(OC7(C)C)CC=C(C)C(=O)O)OC)C(=C23)O)C(C)(C)C=C)(C)C
InChI InChI=1S/C39H44O9/c1-11-35(4,5)27-31-23(20-16-18(2)12-13-21(20)36(6,7)46-31)28(40)25-29(41)26-30(45-10)24-22-17-39(26,47-32(25)27)38(33(24)42,48-37(22,8)9)15-14-19(3)34(43)44/h11-14,16,22,24,26,30,40H,1,15,17H2,2-10H3,(H,43,44)
InChI Key YXOOBGAJFQBEFD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H44O9
Molecular Weight 656.80 g/mol
Exact Mass 656.29853298 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.59
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[15-Hydroxy-11-methoxy-6,6,19,23,23-pentamethyl-26-(2-methylbut-3-en-2-yl)-9,13-dioxo-2,7,24-trioxaheptacyclo[12.12.0.03,8.03,12.05,10.016,25.017,22]hexacosa-1(14),15,17(22),18,20,25-hexaen-8-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 + 0.9384 93.84%
Caco-2 - 0.8027 80.27%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6847 68.47%
OATP2B1 inhibitior + 0.5770 57.70%
OATP1B1 inhibitior + 0.7813 78.13%
OATP1B3 inhibitior - 0.2157 21.57%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9960 99.60%
P-glycoprotein inhibitior + 0.8443 84.43%
P-glycoprotein substrate + 0.6640 66.40%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8716 87.16%
CYP3A4 inhibition - 0.6321 63.21%
CYP2C9 inhibition - 0.6699 66.99%
CYP2C19 inhibition - 0.5645 56.45%
CYP2D6 inhibition - 0.8326 83.26%
CYP1A2 inhibition - 0.6977 69.77%
CYP2C8 inhibition + 0.8411 84.11%
CYP inhibitory promiscuity - 0.6544 65.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.7386 73.86%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6493 64.93%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5151 51.51%
skin sensitisation - 0.7546 75.46%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8753 87.53%
Acute Oral Toxicity (c) III 0.5400 54.00%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.7720 77.20%
Thyroid receptor binding + 0.6513 65.13%
Glucocorticoid receptor binding + 0.8373 83.73%
Aromatase binding + 0.7438 74.38%
PPAR gamma + 0.7741 77.41%
Honey bee toxicity - 0.7240 72.40%
Biodegradation - 1.0000 100.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL240 Q12809 HERG 99.83% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.65% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.51% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.96% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.21% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.17% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.15% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 93.90% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.70% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.86% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.35% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.04% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.75% 90.93%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.39% 97.28%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.98% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 86.00% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.11% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.84% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.74% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.72% 97.09%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.36% 94.42%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.88% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.28% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.06% 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.
Garcinia gaudichaudii

Cross-Links

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PubChem 162878689
LOTUS LTS0025443
wikiData Q105368022