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(Z)-4-[(1R,2R,17R,19S)-12-hydroxy-8,8,21,21-tetramethyl-5,17-bis(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 b9035952-1ccf-430e-9bb0-34867899975b
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1R,2R,17R,19S)-12-hydroxy-8,8,21,21-tetramethyl-5,17-bis(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)CC=C(C)C)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1O[C@]45[C@@H]6C[C@](C=C4C3=O)(C(=O)[C@]5(OC6(C)C)C/C=C(/C)\C(=O)O)CC=C(C)C)O)C=CC(O2)(C)C)C
InChI InChI=1S/C38H44O8/c1-20(2)10-11-24-30-23(14-15-34(6,7)44-30)28(39)27-29(40)25-18-36(16-12-21(3)4)19-26-35(8,9)46-37(33(36)43,17-13-22(5)32(41)42)38(25,26)45-31(24)27/h10,12-15,18,26,39H,11,16-17,19H2,1-9H3,(H,41,42)/b22-13-/t26-,36+,37-,38+/m1/s1
InChI Key NJMYZJSHLGLIHS-GKHDNIQRSA-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 7.20
Atomic LogP (AlogP) 7.24
H-Bond Acceptor 7
H-Bond Donor 2
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,17R,19S)-12-hydroxy-8,8,21,21-tetramethyl-5,17-bis(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 + 0.9796 97.96%
Caco-2 - 0.7872 78.72%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7994 79.94%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior - 0.3699 36.99%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9860 98.60%
P-glycoprotein inhibitior + 0.8279 82.79%
P-glycoprotein substrate + 0.6051 60.51%
CYP3A4 substrate + 0.6909 69.09%
CYP2C9 substrate - 0.7955 79.55%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.8429 84.29%
CYP2C9 inhibition + 0.5466 54.66%
CYP2C19 inhibition - 0.5818 58.18%
CYP2D6 inhibition - 0.8825 88.25%
CYP1A2 inhibition - 0.6486 64.86%
CYP2C8 inhibition + 0.7010 70.10%
CYP inhibitory promiscuity - 0.5994 59.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4633 46.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8699 86.99%
Skin irritation - 0.6245 62.45%
Skin corrosion - 0.9076 90.76%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4934 49.34%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6019 60.19%
skin sensitisation - 0.7428 74.28%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8570 85.70%
Acute Oral Toxicity (c) I 0.4804 48.04%
Estrogen receptor binding + 0.8123 81.23%
Androgen receptor binding + 0.7564 75.64%
Thyroid receptor binding + 0.6621 66.21%
Glucocorticoid receptor binding + 0.8281 82.81%
Aromatase binding + 0.7736 77.36%
PPAR gamma + 0.6989 69.89%
Honey bee toxicity - 0.7591 75.91%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6300 63.00%
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 99.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.68% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.16% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.27% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.39% 96.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.11% 95.69%
CHEMBL1937 Q92769 Histone deacetylase 2 90.26% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.58% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 88.36% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.23% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 84.44% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.95% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.48% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.65% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.16% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.44% 80.00%

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 gaudichaudii

Cross-Links

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PubChem 163191207
LOTUS LTS0112144
wikiData Q105180223