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(Z)-4-[(1S,2S,17S,19R)-12-hydroxy-8-[(E)-5-hydroxy-5-methylhex-3-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 07b68bbe-2ee5-4ec6-a151-46cf18b2315a
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1S,2S,17S,19R)-12-hydroxy-8-[(E)-5-hydroxy-5-methylhex-3-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)CCC=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=CC(O2)(C)CC/C=C/C(C)(C)O)C
InChI InChI=1S/C39H46O9/c1-21(2)11-12-25-31-24(14-17-37(8,46-31)16-10-9-15-35(4,5)45)29(40)28-30(41)26-19-23-20-27-36(6,7)48-38(33(23)42,18-13-22(3)34(43)44)39(26,27)47-32(25)28/h9,11,13-15,17,19,23,27,40,45H,10,12,16,18,20H2,1-8H3,(H,43,44)/b15-9+,22-13-/t23-,27+,37?,38+,39-/m1/s1
InChI Key DXSGQRROBDYCSJ-YVMJPLCQSA-N
Popularity 1 reference 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) 140.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.60
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,17S,19R)-12-hydroxy-8-[(E)-5-hydroxy-5-methylhex-3-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 + 0.9738 97.38%
Caco-2 - 0.8208 82.08%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8241 82.41%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior - 0.5105 51.05%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8415 84.15%
P-glycoprotein substrate + 0.6750 67.50%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.8288 82.88%
CYP2C9 inhibition - 0.5757 57.57%
CYP2C19 inhibition - 0.6867 68.67%
CYP2D6 inhibition - 0.8818 88.18%
CYP1A2 inhibition + 0.5364 53.64%
CYP2C8 inhibition + 0.7955 79.55%
CYP inhibitory promiscuity - 0.7130 71.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4577 45.77%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.5828 58.28%
Skin corrosion - 0.8964 89.64%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7498 74.98%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.7964 79.64%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9301 93.01%
Acute Oral Toxicity (c) I 0.4789 47.89%
Estrogen receptor binding + 0.8468 84.68%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.6646 66.46%
Glucocorticoid receptor binding + 0.8444 84.44%
Aromatase binding + 0.7154 71.54%
PPAR gamma + 0.7530 75.30%
Honey bee toxicity - 0.6823 68.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9955 99.55%

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 99.55% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.41% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.77% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.45% 95.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.29% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 93.34% 94.73%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.22% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.15% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.55% 96.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.31% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.96% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.15% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.50% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.33% 85.31%
CHEMBL340 P08684 Cytochrome P450 3A4 84.46% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.41% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.14% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.91% 89.34%
CHEMBL1937 Q92769 Histone deacetylase 2 82.58% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.32% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.71% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.50% 97.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.16% 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 45267154
NPASS NPC476146
ChEMBL CHEMBL540663
LOTUS LTS0117870
wikiData Q105252047