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14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-enyl)spiro[2,5,19-trioxapentacyclo[11.8.0.03,7.03,11.015,20]henicosa-1(13),10,14,16,20-pentaene-4,2'-3H-pyran]-6',9,12-trione

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 2c9c7b50-5c47-4ac5-bd58-66e630808009
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name 14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-enyl)spiro[2,5,19-trioxapentacyclo[11.8.0.03,7.03,11.015,20]henicosa-1(13),10,14,16,20-pentaene-4,2'-3H-pyran]-6',9,12-trione
SMILES (Canonical) CC1=CCC2(C34C(CC(=O)C=C3C(=O)C5=C(O4)C(=C6C(=C5O)C=CC(O6)(C)C)CC=C(C)C)C(O2)(C)C)OC1=O
SMILES (Isomeric) CC1=CCC2(C34C(CC(=O)C=C3C(=O)C5=C(O4)C(=C6C(=C5O)C=CC(O6)(C)C)CC=C(C)C)C(O2)(C)C)OC1=O
InChI InChI=1S/C32H34O8/c1-16(2)8-9-20-26-19(11-12-29(4,5)37-26)24(34)23-25(35)21-14-18(33)15-22-30(6,7)40-31(32(21,22)38-27(20)23)13-10-17(3)28(36)39-31/h8,10-12,14,22,34H,9,13,15H2,1-7H3
InChI Key VUBQFKGRIADULM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H34O8
Molecular Weight 546.60 g/mol
Exact Mass 546.22536804 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.31
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 14-hydroxy-5',6,6,18,18-pentamethyl-21-(3-methylbut-2-enyl)spiro[2,5,19-trioxapentacyclo[11.8.0.03,7.03,11.015,20]henicosa-1(13),10,14,16,20-pentaene-4,2'-3H-pyran]-6',9,12-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.6884 68.84%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8341 83.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7123 71.23%
OATP1B3 inhibitior + 0.8129 81.29%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9949 99.49%
P-glycoprotein inhibitior + 0.8509 85.09%
P-glycoprotein substrate + 0.6275 62.75%
CYP3A4 substrate + 0.6971 69.71%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.8636 86.36%
CYP3A4 inhibition - 0.7035 70.35%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.6126 61.26%
CYP2D6 inhibition - 0.9038 90.38%
CYP1A2 inhibition - 0.6790 67.90%
CYP2C8 inhibition + 0.7207 72.07%
CYP inhibitory promiscuity - 0.6844 68.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4451 44.51%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8294 82.94%
Skin irritation - 0.6248 62.48%
Skin corrosion - 0.9073 90.73%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3791 37.91%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5074 50.74%
skin sensitisation - 0.6774 67.74%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7729 77.29%
Acute Oral Toxicity (c) III 0.4238 42.38%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7445 74.45%
Thyroid receptor binding + 0.6462 64.62%
Glucocorticoid receptor binding + 0.8508 85.08%
Aromatase binding + 0.7561 75.61%
PPAR gamma + 0.7992 79.92%
Honey bee toxicity - 0.7093 70.93%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9930 99.30%

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 99.40% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.95% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.53% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.75% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.84% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.95% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.44% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.07% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 90.01% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.11% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.38% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.08% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.76% 91.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.63% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.07% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 83.27% 90.17%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.24% 96.39%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.76% 83.10%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.73% 97.21%

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 101089265
LOTUS LTS0158441
wikiData Q105293181