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(Z)-4-[(1R,2R,15S,16R,17R,19S)-5-[(2R)-2,3-dihydroxy-3-methylbutyl]-12-hydroxy-16-methoxy-8,8,21,21-tetramethyl-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 4d7aedb9-016e-4bfa-b9ae-ba673480397b
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1R,2R,15S,16R,17R,19S)-5-[(2R)-2,3-dihydroxy-3-methylbutyl]-12-hydroxy-16-methoxy-8,8,21,21-tetramethyl-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(=CCC12C(=O)C3CC(C14C(C3OC)C(=O)C5=C(O4)C(=C6C(=C5O)C=CC(O6)(C)C)CC(C(C)(C)O)O)C(O2)(C)C)C(=O)O
SMILES (Isomeric) C/C(=C/C[C@@]12C(=O)[C@@H]3C[C@@H]([C@@]14[C@H]([C@@H]3OC)C(=O)C5=C(O4)C(=C6C(=C5O)C=CC(O6)(C)C)C[C@H](C(C)(C)O)O)C(O2)(C)C)/C(=O)O
InChI InChI=1S/C34H42O11/c1-15(29(39)40)9-12-33-28(38)18-13-19(32(6,7)45-33)34(33)22(27(18)42-8)24(37)21-23(36)16-10-11-30(2,3)43-25(16)17(26(21)44-34)14-20(35)31(4,5)41/h9-11,18-20,22,27,35-36,41H,12-14H2,1-8H3,(H,39,40)/b15-9-/t18-,19-,20-,22+,27-,33-,34-/m1/s1
InChI Key YACUINUOCLLMGT-LFNPWFTCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O11
Molecular Weight 626.70 g/mol
Exact Mass 626.27271215 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1R,2R,15S,16R,17R,19S)-5-[(2R)-2,3-dihydroxy-3-methylbutyl]-12-hydroxy-16-methoxy-8,8,21,21-tetramethyl-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 + 0.9687 96.87%
Caco-2 - 0.8043 80.43%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6169 61.69%
OATP2B1 inhibitior + 0.5668 56.68%
OATP1B1 inhibitior + 0.7021 70.21%
OATP1B3 inhibitior - 0.2688 26.88%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9854 98.54%
P-glycoprotein inhibitior + 0.7508 75.08%
P-glycoprotein substrate + 0.6456 64.56%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8691 86.91%
CYP3A4 inhibition - 0.7132 71.32%
CYP2C9 inhibition - 0.6338 63.38%
CYP2C19 inhibition - 0.6013 60.13%
CYP2D6 inhibition - 0.8676 86.76%
CYP1A2 inhibition - 0.6767 67.67%
CYP2C8 inhibition + 0.7937 79.37%
CYP inhibitory promiscuity - 0.8186 81.86%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5110 51.10%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8893 88.93%
Skin irritation - 0.7080 70.80%
Skin corrosion - 0.9263 92.63%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5863 58.63%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5896 58.96%
skin sensitisation - 0.7894 78.94%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8126 81.26%
Acute Oral Toxicity (c) I 0.3785 37.85%
Estrogen receptor binding + 0.7776 77.76%
Androgen receptor binding + 0.7615 76.15%
Thyroid receptor binding + 0.6042 60.42%
Glucocorticoid receptor binding + 0.8227 82.27%
Aromatase binding + 0.7799 77.99%
PPAR gamma + 0.7588 75.88%
Honey bee toxicity - 0.6824 68.24%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9879 98.79%

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 99.62% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.69% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.31% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.89% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.89% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.00% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.48% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 88.37% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 88.17% 91.19%
CHEMBL284 P27487 Dipeptidyl peptidase IV 87.66% 95.69%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.62% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.91% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.89% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.12% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.34% 97.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.79% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.00% 97.28%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.93% 90.93%
CHEMBL3401 O75469 Pregnane X receptor 83.74% 94.73%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.57% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.04% 91.07%

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 162845106
LOTUS LTS0222057
wikiData Q105345326