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4-[6,8-Dihydroxy-5-(2-hydroxy-3-methylbut-3-enyl)-17,17-dimethyl-7-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraen-15-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 6c642414-bfe4-4db1-8465-b9fcba5d8a23
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 4-[6,8-dihydroxy-5-(2-hydroxy-3-methylbut-3-enyl)-17,17-dimethyl-7-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C(=O)O)CC(C(=C)C)O)O)C
SMILES (Isomeric) CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=CC4CC5C3(O2)C(C4=O)(OC5(C)C)CC=C(C)C(=O)O)CC(C(=C)C)O)O)C
InChI InChI=1S/C33H38O9/c1-15(2)8-9-19-25(35)20(14-22(34)16(3)4)28-24(26(19)36)27(37)21-12-18-13-23-31(6,7)42-32(29(18)38,33(21,23)41-28)11-10-17(5)30(39)40/h8,10,12,18,22-23,34-36H,3,9,11,13-14H2,1-2,4-7H3,(H,39,40)
InChI Key STWVPDVOUVNXOY-UHFFFAOYSA-N
Popularity 0 references 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) 151.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[6,8-Dihydroxy-5-(2-hydroxy-3-methylbut-3-enyl)-17,17-dimethyl-7-(3-methylbut-2-enyl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.02,11.02,15.04,9]octadeca-4,6,8,11-tetraen-15-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 + 0.9733 97.33%
Caco-2 - 0.7808 78.08%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6204 62.04%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior - 0.3175 31.75%
OATP1B3 inhibitior + 0.8255 82.55%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9794 97.94%
P-glycoprotein inhibitior + 0.7340 73.40%
P-glycoprotein substrate + 0.6022 60.22%
CYP3A4 substrate + 0.6940 69.40%
CYP2C9 substrate - 0.5971 59.71%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.7246 72.46%
CYP2C9 inhibition - 0.5675 56.75%
CYP2C19 inhibition - 0.7010 70.10%
CYP2D6 inhibition - 0.8832 88.32%
CYP1A2 inhibition - 0.7194 71.94%
CYP2C8 inhibition + 0.7329 73.29%
CYP inhibitory promiscuity - 0.7476 74.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5043 50.43%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8712 87.12%
Skin irritation - 0.6338 63.38%
Skin corrosion - 0.9041 90.41%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4825 48.25%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.7517 75.17%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8668 86.68%
Acute Oral Toxicity (c) I 0.4153 41.53%
Estrogen receptor binding + 0.7978 79.78%
Androgen receptor binding + 0.7471 74.71%
Thyroid receptor binding + 0.6226 62.26%
Glucocorticoid receptor binding + 0.8296 82.96%
Aromatase binding + 0.7472 74.72%
PPAR gamma + 0.7030 70.30%
Honey bee toxicity - 0.6915 69.15%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9953 99.53%

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 99.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.88% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.87% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.37% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.99% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.80% 96.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 90.95% 95.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.45% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 89.02% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 87.91% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.86% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.09% 96.90%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.88% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.03% 96.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.98% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.46% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.38% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.33% 86.33%

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 lateriflora

Cross-Links

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PubChem 73657200
LOTUS LTS0076631
wikiData Q105260647