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(Z)-4-[(1S,2S,8R,17S,19R)-12-hydroxy-8-[(E)-4-hydroxy-4-methylpent-2-enyl]-8,21,21-trimethyl-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),5,9,11,15-pentaen-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 ae7cc6fa-11b0-4445-a3c7-953c5154f851
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1S,2S,8R,17S,19R)-12-hydroxy-8-[(E)-4-hydroxy-4-methylpent-2-enyl]-8,21,21-trimethyl-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),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C=CC(O2)(C)CC=CC(C)(C)O)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1O[C@@]45[C@H]6C[C@@H](C=C4C3=O)C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C=C[C@@](O2)(C)C/C=C/C(C)(C)O)C
InChI InChI=1S/C38H44O9/c1-20(2)10-11-24-30-23(13-16-36(8,45-30)15-9-14-34(4,5)44)28(39)27-29(40)25-18-22-19-26-35(6,7)47-37(32(22)41,17-12-21(3)33(42)43)38(25,26)46-31(24)27/h9-10,12-14,16,18,22,26,39,44H,11,15,17,19H2,1-8H3,(H,42,43)/b14-9+,21-12-/t22-,26+,36-,37+,38-/m1/s1
InChI Key AAEQTEKIFSEBLF-PAFGRAQFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O9
Molecular Weight 644.70 g/mol
Exact Mass 644.29853298 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1S,2S,8R,17S,19R)-12-hydroxy-8-[(E)-4-hydroxy-4-methylpent-2-enyl]-8,21,21-trimethyl-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),5,9,11,15-pentaen-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 + 0.9820 98.20%
Caco-2 - 0.8175 81.75%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7722 77.22%
OATP2B1 inhibitior - 0.5728 57.28%
OATP1B1 inhibitior - 0.4418 44.18%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8307 83.07%
P-glycoprotein substrate + 0.6318 63.18%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.7879 78.79%
CYP2C9 inhibition + 0.5096 50.96%
CYP2C19 inhibition - 0.6106 61.06%
CYP2D6 inhibition - 0.8882 88.82%
CYP1A2 inhibition - 0.6136 61.36%
CYP2C8 inhibition + 0.7701 77.01%
CYP inhibitory promiscuity - 0.6271 62.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4491 44.91%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.6169 61.69%
Skin corrosion - 0.9087 90.87%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3748 37.48%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.7575 75.75%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9246 92.46%
Acute Oral Toxicity (c) I 0.5878 58.78%
Estrogen receptor binding + 0.8350 83.50%
Androgen receptor binding + 0.7507 75.07%
Thyroid receptor binding + 0.6589 65.89%
Glucocorticoid receptor binding + 0.8476 84.76%
Aromatase binding + 0.7253 72.53%
PPAR gamma + 0.7410 74.10%
Honey bee toxicity - 0.7088 70.88%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9971 99.71%

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%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.94% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.10% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.34% 95.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.99% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 92.40% 94.73%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.80% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.93% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.81% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.69% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.67% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.38% 89.34%
CHEMBL1951 P21397 Monoamine oxidase A 87.44% 91.49%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.17% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.47% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 83.74% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 83.41% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.16% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.47% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.80% 93.04%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.48% 90.93%

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 162971580
LOTUS LTS0066787
wikiData Q104907868