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(Z)-4-[(1S,2S,8S,11S,12S,19S,21R)-14-hydroxy-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 70fd2191-3f11-40b1-a996-228538846616
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1S,2S,8S,11S,12S,19S,21R)-14-hydroxy-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)O)C7CC(O2)(CCC7C(=C)C)C)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@H]7C[C@@](O2)(CC[C@@H]7C(=C)C)C)C
InChI InChI=1S/C38H44O8/c1-18(2)9-10-23-31-27(24-17-36(8,44-31)13-12-22(24)19(3)4)30(40)28-29(39)25-15-21-16-26-35(6,7)46-37(33(21)41,14-11-20(5)34(42)43)38(25,26)45-32(23)28/h9,11,15,21-22,24,26,40H,3,10,12-14,16-17H2,1-2,4-8H3,(H,42,43)/b20-11-/t21-,22-,24+,26+,36+,37+,38-/m1/s1
InChI Key NVYMXCXFPJLTOZ-DRALSOHGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O8
Molecular Weight 628.70 g/mol
Exact Mass 628.30361836 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.94
H-Bond Acceptor 7
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 (Z)-4-[(1S,2S,8S,11S,12S,19S,21R)-14-hydroxy-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 + 0.9703 97.03%
Caco-2 - 0.7894 78.94%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8255 82.55%
OATP2B1 inhibitior - 0.5712 57.12%
OATP1B1 inhibitior + 0.6894 68.94%
OATP1B3 inhibitior + 0.8804 88.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9793 97.93%
P-glycoprotein inhibitior + 0.7978 79.78%
P-glycoprotein substrate + 0.6123 61.23%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate + 0.6017 60.17%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.7215 72.15%
CYP2C9 inhibition - 0.6518 65.18%
CYP2C19 inhibition - 0.6850 68.50%
CYP2D6 inhibition - 0.9030 90.30%
CYP1A2 inhibition + 0.5288 52.88%
CYP2C8 inhibition + 0.8269 82.69%
CYP inhibitory promiscuity - 0.7750 77.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4619 46.19%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.5731 57.31%
Skin corrosion - 0.9112 91.12%
Ames mutagenesis - 0.5628 56.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4854 48.54%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7247 72.47%
skin sensitisation - 0.8092 80.92%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9309 93.09%
Acute Oral Toxicity (c) I 0.4151 41.51%
Estrogen receptor binding + 0.7748 77.48%
Androgen receptor binding + 0.7759 77.59%
Thyroid receptor binding + 0.5813 58.13%
Glucocorticoid receptor binding + 0.8068 80.68%
Aromatase binding + 0.7585 75.85%
PPAR gamma + 0.7251 72.51%
Honey bee toxicity - 0.7067 70.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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 99.45% 91.11%
CHEMBL284 P27487 Dipeptidyl peptidase IV 99.09% 95.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.93% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.07% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.04% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.01% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.01% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.80% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.08% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.97% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.43% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.67% 85.14%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 84.68% 90.48%
CHEMBL340 P08684 Cytochrome P450 3A4 84.26% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.22% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.82% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.08% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.86% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.78% 96.90%
CHEMBL1937 Q92769 Histone deacetylase 2 80.58% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.55% 86.33%

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 162920780
LOTUS LTS0003991
wikiData Q105186482