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(Z)-4-[(1S,2S,8S,11S,12S,19R,21R)-14-hydroxy-19-methoxy-8,23,23-trimethyl-5-(3-methylbut-2-enyl)-16,20-dioxo-11-prop-1-en-2-yl-3,7,22-trioxaheptacyclo[17.4.1.18,12.02,17.02,21.04,15.06,13]pentacosa-4(15),5,13,17-tetraen-21-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 596f4f07-aa78-4055-8346-7bb0b5fd45de
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1S,2S,8S,11S,12S,19R,21R)-14-hydroxy-19-methoxy-8,23,23-trimethyl-5-(3-methylbut-2-enyl)-16,20-dioxo-11-prop-1-en-2-yl-3,7,22-trioxaheptacyclo[17.4.1.18,12.02,17.02,21.04,15.06,13]pentacosa-4(15),5,13,17-tetraen-21-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)OC)O)C7CC(O2)(CCC7C(=C)C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1O[C@@]45[C@H]6C[C@@](C=C4C3=O)(C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)OC)O)[C@H]7C[C@@](O2)(CC[C@@H]7C(=C)C)C)C
InChI InChI=1S/C39H46O9/c1-19(2)10-11-23-31-27(24-16-36(8,46-31)14-13-22(24)20(3)4)30(41)28-29(40)25-17-37(45-9)18-26-35(6,7)48-38(34(37)44,15-12-21(5)33(42)43)39(25,26)47-32(23)28/h10,12,17,22,24,26,41H,3,11,13-16,18H2,1-2,4-9H3,(H,42,43)/b21-12-/t22-,24+,26+,36+,37+,38+,39-/m1/s1
InChI Key ADCLULBCVNNGML-RKMBXHABSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46O9
Molecular Weight 658.80 g/mol
Exact Mass 658.31418304 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.71
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1S,2S,8S,11S,12S,19R,21R)-14-hydroxy-19-methoxy-8,23,23-trimethyl-5-(3-methylbut-2-enyl)-16,20-dioxo-11-prop-1-en-2-yl-3,7,22-trioxaheptacyclo[17.4.1.18,12.02,17.02,21.04,15.06,13]pentacosa-4(15),5,13,17-tetraen-21-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 + 0.9698 96.98%
Caco-2 - 0.7934 79.34%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8116 81.16%
OATP2B1 inhibitior + 0.5697 56.97%
OATP1B1 inhibitior + 0.6877 68.77%
OATP1B3 inhibitior - 0.2628 26.28%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9643 96.43%
P-glycoprotein inhibitior + 0.7928 79.28%
P-glycoprotein substrate + 0.6298 62.98%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 0.5823 58.23%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.6089 60.89%
CYP2C9 inhibition - 0.6472 64.72%
CYP2C19 inhibition - 0.6169 61.69%
CYP2D6 inhibition - 0.8872 88.72%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.8257 82.57%
CYP inhibitory promiscuity - 0.7110 71.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4890 48.90%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.6541 65.41%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.5428 54.28%
Human Ether-a-go-go-Related Gene inhibition - 0.5259 52.59%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6969 69.69%
skin sensitisation - 0.8330 83.30%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8714 87.14%
Acute Oral Toxicity (c) I 0.4972 49.72%
Estrogen receptor binding + 0.7432 74.32%
Androgen receptor binding + 0.7775 77.75%
Thyroid receptor binding + 0.6017 60.17%
Glucocorticoid receptor binding + 0.7935 79.35%
Aromatase binding + 0.7532 75.32%
PPAR gamma + 0.6988 69.88%
Honey bee toxicity - 0.7005 70.05%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
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 99.42% 91.11%
CHEMBL284 P27487 Dipeptidyl peptidase IV 98.90% 95.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.27% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 95.09% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 94.35% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.21% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.74% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.32% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.76% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.72% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.35% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.33% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.97% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.88% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.46% 95.89%
CHEMBL1871 P10275 Androgen Receptor 85.92% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.35% 92.94%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.06% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.30% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.28% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.21% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.54% 93.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.78% 82.38%

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 163187845
LOTUS LTS0155466
wikiData Q104909476