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(Z)-4-[(1S,2S,8S,11R,12S,19S,21R,25S)-14,25-dihydroxy-8,23,23-trimethyl-5-(3-methylbut-2-enyl)-16,20-dioxo-11-prop-1-en-2-yl-3,7,22-trioxaheptacyclo[17.4.1.18,12.02,17.02,21.04,15.06,13]pentacosa-4(15),5,13,17-tetraen-21-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 6c238139-ce6f-4097-b45d-2d3d859826c0
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (Z)-4-[(1S,2S,8S,11R,12S,19S,21R,25S)-14,25-dihydroxy-8,23,23-trimethyl-5-(3-methylbut-2-enyl)-16,20-dioxo-11-prop-1-en-2-yl-3,7,22-trioxaheptacyclo[17.4.1.18,12.02,17.02,21.04,15.06,13]pentacosa-4(15),5,13,17-tetraen-21-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)C7C(CCC(C7O)(O2)C)C(=C)C)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@@H]7[C@@H](CC[C@@]([C@H]7O)(O2)C)C(=C)C)C
InChI InChI=1S/C38H44O9/c1-17(2)9-10-22-30-26(25-21(18(3)4)12-13-36(8,45-30)33(25)42)29(40)27-28(39)23-15-20-16-24-35(6,7)47-37(32(20)41,14-11-19(5)34(43)44)38(23,24)46-31(22)27/h9,11,15,20-21,24-25,33,40,42H,3,10,12-14,16H2,1-2,4-8H3,(H,43,44)/b19-11-/t20-,21+,24+,25+,33+,36+,37+,38-/m1/s1
InChI Key CNLRVNKFKWLFJE-LRMKSWRHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H44O9
Molecular Weight 644.70 g/mol
Exact Mass 644.29853298 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.91
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-4-[(1S,2S,8S,11R,12S,19S,21R,25S)-14,25-dihydroxy-8,23,23-trimethyl-5-(3-methylbut-2-enyl)-16,20-dioxo-11-prop-1-en-2-yl-3,7,22-trioxaheptacyclo[17.4.1.18,12.02,17.02,21.04,15.06,13]pentacosa-4(15),5,13,17-tetraen-21-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 + 0.9774 97.74%
Caco-2 - 0.8155 81.55%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8008 80.08%
OATP2B1 inhibitior + 0.5686 56.86%
OATP1B1 inhibitior + 0.7195 71.95%
OATP1B3 inhibitior - 0.6284 62.84%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9805 98.05%
P-glycoprotein inhibitior + 0.7675 76.75%
P-glycoprotein substrate + 0.6350 63.50%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 0.5971 59.71%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.7705 77.05%
CYP2C9 inhibition - 0.5079 50.79%
CYP2C19 inhibition - 0.6200 62.00%
CYP2D6 inhibition - 0.8964 89.64%
CYP1A2 inhibition + 0.5407 54.07%
CYP2C8 inhibition + 0.7942 79.42%
CYP inhibitory promiscuity - 0.7597 75.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5021 50.21%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.5989 59.89%
Skin corrosion - 0.8957 89.57%
Ames mutagenesis - 0.5728 57.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4862 48.62%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6549 65.49%
skin sensitisation - 0.7911 79.11%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8581 85.81%
Acute Oral Toxicity (c) I 0.4127 41.27%
Estrogen receptor binding + 0.7926 79.26%
Androgen receptor binding + 0.7750 77.50%
Thyroid receptor binding + 0.5731 57.31%
Glucocorticoid receptor binding + 0.8099 80.99%
Aromatase binding + 0.7386 73.86%
PPAR gamma + 0.7276 72.76%
Honey bee toxicity - 0.7190 71.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

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%
CHEMBL284 P27487 Dipeptidyl peptidase IV 98.93% 95.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.54% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.42% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.12% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.22% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.79% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.06% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.94% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.00% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.98% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.49% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.14% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.68% 96.90%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.95% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 83.21% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.74% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.86% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.75% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.39% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.28% 92.94%

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 163003538
LOTUS LTS0266914
wikiData Q104965962