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(Z)-4-[(1S,2S,7R,16S,18R)-10-(3,7-dimethylocta-2,6-dienyl)-11-hydroxy-7-(2-hydroxypropan-2-yl)-20,20-dimethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10,14-tetraen-18-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 fb6df25c-ae7b-41ed-8409-87271fa0d895
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (Z)-4-[(1S,2S,7R,16S,18R)-10-(3,7-dimethylocta-2,6-dienyl)-11-hydroxy-7-(2-hydroxypropan-2-yl)-20,20-dimethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCCC(=CCC1=C(C2=C(C3=C1OC(C3)C(C)(C)O)OC45C6CC(C=C4C2=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
SMILES (Isomeric) CC(=CCCC(=CCC1=C(C2=C(C3=C1O[C@H](C3)C(C)(C)O)O[C@@]45[C@H]6C[C@@H](C=C4C2=O)C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C)C
InChI InChI=1S/C38H46O9/c1-19(2)10-9-11-20(3)12-13-23-29(39)28-30(40)25-16-22-17-26-36(7,8)47-37(33(22)41,15-14-21(4)34(42)43)38(25,26)46-32(28)24-18-27(35(5,6)44)45-31(23)24/h10,12,14,16,22,26-27,39,44H,9,11,13,15,17-18H2,1-8H3,(H,42,43)/b20-12?,21-14-/t22-,26+,27-,37+,38-/m1/s1
InChI Key PYFLPJICKBMZSN-ZTAPQXGWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H46O9
Molecular Weight 646.80 g/mol
Exact Mass 646.31418304 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.13
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1S,2S,7R,16S,18R)-10-(3,7-dimethylocta-2,6-dienyl)-11-hydroxy-7-(2-hydroxypropan-2-yl)-20,20-dimethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4(12),5(9),10,14-tetraen-18-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 + 0.9828 98.28%
Caco-2 - 0.8107 81.07%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8391 83.91%
OATP2B1 inhibitior + 0.5686 56.86%
OATP1B1 inhibitior + 0.7196 71.96%
OATP1B3 inhibitior - 0.5230 52.30%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9924 99.24%
P-glycoprotein inhibitior + 0.8145 81.45%
P-glycoprotein substrate + 0.5815 58.15%
CYP3A4 substrate + 0.7150 71.50%
CYP2C9 substrate - 0.5971 59.71%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.7327 73.27%
CYP2C9 inhibition - 0.5828 58.28%
CYP2C19 inhibition - 0.6688 66.88%
CYP2D6 inhibition - 0.9122 91.22%
CYP1A2 inhibition + 0.5603 56.03%
CYP2C8 inhibition + 0.7711 77.11%
CYP inhibitory promiscuity - 0.7732 77.32%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4673 46.73%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9007 90.07%
Skin irritation - 0.5951 59.51%
Skin corrosion - 0.9185 91.85%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8269 82.69%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9084 90.84%
Acute Oral Toxicity (c) I 0.4674 46.74%
Estrogen receptor binding + 0.8067 80.67%
Androgen receptor binding + 0.7557 75.57%
Thyroid receptor binding + 0.6306 63.06%
Glucocorticoid receptor binding + 0.8639 86.39%
Aromatase binding + 0.7758 77.58%
PPAR gamma + 0.7363 73.63%
Honey bee toxicity - 0.6851 68.51%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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 99.76% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.08% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 94.61% 95.69%
CHEMBL3401 O75469 Pregnane X receptor 93.85% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.80% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.67% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.03% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.94% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.37% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 87.88% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.40% 96.90%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.12% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.67% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.53% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.59% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.74% 97.25%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 84.53% 80.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.51% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.28% 96.95%
CHEMBL217 P14416 Dopamine D2 receptor 82.25% 95.62%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.07% 96.37%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.20% 93.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.94% 92.29%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.49% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.48% 100.00%

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 hanburyi

Cross-Links

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PubChem 162991098
LOTUS LTS0014272
wikiData Q105216566