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(Z)-4-[(2S,8R,17R,19R)-12-hydroxy-17-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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 77a788cf-92e2-4795-85f5-a0fe38a326eb
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(2S,8R,17R,19R)-12-hydroxy-17-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)(C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)OC)O)C)C
SMILES (Isomeric) CC(=CCC[C@@]1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)O[C@@]45C6C[C@@](C=C4C3=O)(C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)OC)O)C)C
InChI InChI=1S/C39H46O9/c1-21(2)11-10-16-36(8)17-15-24-29(40)28-30(41)26-19-37(45-9)20-27-35(6,7)48-38(34(37)44,18-14-23(5)33(42)43)39(26,27)47-32(28)25(31(24)46-36)13-12-22(3)4/h11-12,14-15,17,19,27,40H,10,13,16,18,20H2,1-9H3,(H,42,43)/b23-14-/t27?,36-,37+,38+,39-/m1/s1
InChI Key VFBTVWAAPNXXAP-KIPQQQCYSA-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 7.10
Atomic LogP (AlogP) 7.01
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(2S,8R,17R,19R)-12-hydroxy-17-methoxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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 + 0.9737 97.37%
Caco-2 - 0.7997 79.97%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior - 0.5929 59.29%
OATP1B3 inhibitior + 0.8108 81.08%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9955 99.55%
P-glycoprotein inhibitior + 0.8432 84.32%
P-glycoprotein substrate + 0.6329 63.29%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.8695 86.95%
CYP3A4 inhibition - 0.7544 75.44%
CYP2C9 inhibition - 0.5946 59.46%
CYP2C19 inhibition - 0.6279 62.79%
CYP2D6 inhibition - 0.8564 85.64%
CYP1A2 inhibition - 0.5061 50.61%
CYP2C8 inhibition + 0.7495 74.95%
CYP inhibitory promiscuity - 0.6379 63.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4495 44.95%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.6651 66.51%
Skin corrosion - 0.9196 91.96%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4656 46.56%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6198 61.98%
skin sensitisation - 0.8280 82.80%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8999 89.99%
Acute Oral Toxicity (c) I 0.5654 56.54%
Estrogen receptor binding + 0.7854 78.54%
Androgen receptor binding + 0.7703 77.03%
Thyroid receptor binding + 0.6665 66.65%
Glucocorticoid receptor binding + 0.8351 83.51%
Aromatase binding + 0.7543 75.43%
PPAR gamma + 0.6776 67.76%
Honey bee toxicity - 0.7083 70.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9925 99.25%

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 99.52% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.06% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.33% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 95.31% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.02% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.37% 96.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 93.85% 95.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.68% 95.17%
CHEMBL2581 P07339 Cathepsin D 93.64% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 92.60% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 91.29% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.61% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.58% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.83% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.64% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.28% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.32% 96.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.27% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 84.02% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 80.46% 95.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.39% 96.95%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.13% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.07% 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 102283745
LOTUS LTS0076476
wikiData Q105285082