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(E)-4-[(1S,2S,15S,16R,17S,19R)-12-hydroxy-16-methoxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-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 dacce415-8d90-47be-93e3-32a9c6011425
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (E)-4-[(1S,2S,15S,16R,17S,19R)-12-hydroxy-16-methoxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-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(=CCC1=C2C(=C(C3=C1OC45C6CC(C(C4C3=O)OC)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=C1O[C@@]45[C@H]6C[C@@H]([C@H]([C@@H]4C3=O)OC)C(=O)[C@@]5(OC6(C)C)C/C=C(\C)/C(=O)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C34H40O9/c1-16(2)9-10-19-26-18(12-13-31(4,5)41-26)24(35)22-25(36)23-28(40-8)20-15-21-32(6,7)43-33(29(20)37,14-11-17(3)30(38)39)34(21,23)42-27(19)22/h9,11-13,20-21,23,28,35H,10,14-15H2,1-8H3,(H,38,39)/b17-11+/t20-,21-,23-,28+,33-,34-/m0/s1
InChI Key YWPUDSYPVZVGNW-NEXBJTNSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O9
Molecular Weight 592.70 g/mol
Exact Mass 592.26723285 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.22
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 (E)-4-[(1S,2S,15S,16R,17S,19R)-12-hydroxy-16-methoxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-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 + 0.9711 97.11%
Caco-2 - 0.7696 76.96%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7158 71.58%
OATP2B1 inhibitior - 0.7117 71.17%
OATP1B1 inhibitior - 0.3554 35.54%
OATP1B3 inhibitior - 0.2572 25.72%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9951 99.51%
P-glycoprotein inhibitior + 0.8242 82.42%
P-glycoprotein substrate + 0.6007 60.07%
CYP3A4 substrate + 0.6996 69.96%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7605 76.05%
CYP2C9 inhibition - 0.5776 57.76%
CYP2C19 inhibition + 0.5134 51.34%
CYP2D6 inhibition - 0.8389 83.89%
CYP1A2 inhibition - 0.6695 66.95%
CYP2C8 inhibition + 0.7328 73.28%
CYP inhibitory promiscuity - 0.5058 50.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4661 46.61%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8831 88.31%
Skin irritation - 0.7192 71.92%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5352 53.52%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7734 77.34%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8415 84.15%
Acute Oral Toxicity (c) I 0.4809 48.09%
Estrogen receptor binding + 0.8339 83.39%
Androgen receptor binding + 0.7759 77.59%
Thyroid receptor binding + 0.6451 64.51%
Glucocorticoid receptor binding + 0.8649 86.49%
Aromatase binding + 0.7873 78.73%
PPAR gamma + 0.7529 75.29%
Honey bee toxicity - 0.7137 71.37%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9895 98.95%

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 99.68% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.37% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.93% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.10% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.69% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.50% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.02% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 91.66% 91.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.96% 95.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.45% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 90.34% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.08% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.65% 99.23%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.96% 85.30%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.96% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.75% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.83% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.61% 95.56%
CHEMBL1929 P47989 Xanthine dehydrogenase 82.42% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 80.56% 94.73%

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 163187365
LOTUS LTS0257624
wikiData Q105367011