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(Z)-4-[(1S,2S,16S,17S,19R)-12,16-dihydroxy-8,8,21,21-tetramethyl-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-tetraen-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 4bd9540c-1aab-438b-878a-0f56ca764a05
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1S,2S,16S,17S,19R)-12,16-dihydroxy-8,8,21,21-tetramethyl-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-tetraen-19-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC45C6CC(C(C4C3=O)O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1O[C@@]45[C@H]6C[C@@H]([C@@H](C4C3=O)O)C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C33H38O9/c1-15(2)8-9-18-26-17(11-12-30(4,5)40-26)23(34)21-25(36)22-24(35)19-14-20-31(6,7)42-32(28(19)37,13-10-16(3)29(38)39)33(20,22)41-27(18)21/h8,10-12,19-20,22,24,34-35H,9,13-14H2,1-7H3,(H,38,39)/b16-10-/t19-,20-,22?,24-,32-,33-/m0/s1
InChI Key GITYGECAVAWXHS-FZGWIHBJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H38O9
Molecular Weight 578.60 g/mol
Exact Mass 578.25158279 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.56
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1S,2S,16S,17S,19R)-12,16-dihydroxy-8,8,21,21-tetramethyl-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-tetraen-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 + 0.9797 97.97%
Caco-2 - 0.7730 77.30%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7294 72.94%
OATP2B1 inhibitior - 0.5694 56.94%
OATP1B1 inhibitior - 0.3504 35.04%
OATP1B3 inhibitior - 0.3529 35.29%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9877 98.77%
P-glycoprotein inhibitior + 0.7683 76.83%
P-glycoprotein substrate + 0.5527 55.27%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 0.8119 81.19%
CYP2D6 substrate - 0.8659 86.59%
CYP3A4 inhibition - 0.8726 87.26%
CYP2C9 inhibition + 0.5869 58.69%
CYP2C19 inhibition - 0.5174 51.74%
CYP2D6 inhibition - 0.9000 90.00%
CYP1A2 inhibition - 0.6484 64.84%
CYP2C8 inhibition + 0.7266 72.66%
CYP inhibitory promiscuity - 0.6515 65.15%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5125 51.25%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8770 87.70%
Skin irritation - 0.6594 65.94%
Skin corrosion - 0.9105 91.05%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5117 51.17%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7395 73.95%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8197 81.97%
Acute Oral Toxicity (c) I 0.4490 44.90%
Estrogen receptor binding + 0.8376 83.76%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.6380 63.80%
Glucocorticoid receptor binding + 0.8692 86.92%
Aromatase binding + 0.7885 78.85%
PPAR gamma + 0.7607 76.07%
Honey bee toxicity - 0.7812 78.12%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9944 99.44%

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%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.94% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.09% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.82% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.95% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.04% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.33% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 89.81% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.15% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.96% 95.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.20% 95.69%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.05% 85.30%
CHEMBL340 P08684 Cytochrome P450 3A4 85.67% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.32% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 84.26% 91.49%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.92% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 83.83% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.49% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.47% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.78% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.67% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.00% 95.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.10% 90.71%

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 45272279
NPASS NPC476199
ChEMBL CHEMBL553112
LOTUS LTS0250243
wikiData Q105009209