2-(Hydroxymethyl)-4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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]but-2-enoic acid

Details

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Internal ID 78849fab-7e6e-473d-a0f1-9d073c9e2cf7
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name 2-(hydroxymethyl)-4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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]but-2-enoic acid
SMILES (Canonical) CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(CO)C(=O)O)O)C)C
SMILES (Isomeric) CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(CO)C(=O)O)O)C)C
InChI InChI=1S/C38H44O9/c1-20(2)9-8-14-36(7)15-13-24-29(40)28-30(41)26-17-23-18-27-35(5,6)47-37(33(23)42,16-12-22(19-39)34(43)44)38(26,27)46-32(28)25(31(24)45-36)11-10-21(3)4/h9-10,12-13,15,17,23,27,39-40H,8,11,14,16,18-19H2,1-7H3,(H,43,44)
InChI Key MNNVIONVHRRQPF-UHFFFAOYSA-N
Popularity 0 references 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 6.10
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(Hydroxymethyl)-4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-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]but-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 + 0.9600 96.00%
Caco-2 - 0.8125 81.25%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8127 81.27%
OATP2B1 inhibitior - 0.7177 71.77%
OATP1B1 inhibitior - 0.5298 52.98%
OATP1B3 inhibitior + 0.8047 80.47%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5614 56.14%
BSEP inhibitior + 0.9953 99.53%
P-glycoprotein inhibitior + 0.8359 83.59%
P-glycoprotein substrate + 0.6728 67.28%
CYP3A4 substrate + 0.7099 70.99%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8694 86.94%
CYP3A4 inhibition - 0.7268 72.68%
CYP2C9 inhibition - 0.6815 68.15%
CYP2C19 inhibition - 0.8053 80.53%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.6469 64.69%
CYP2C8 inhibition + 0.7307 73.07%
CYP inhibitory promiscuity - 0.7678 76.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5060 50.60%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.6234 62.34%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4335 43.35%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8805 88.05%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9217 92.17%
Acute Oral Toxicity (c) III 0.5621 56.21%
Estrogen receptor binding + 0.8223 82.23%
Androgen receptor binding + 0.7597 75.97%
Thyroid receptor binding + 0.6454 64.54%
Glucocorticoid receptor binding + 0.8377 83.77%
Aromatase binding + 0.7301 73.01%
PPAR gamma + 0.7435 74.35%
Honey bee toxicity - 0.6987 69.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9956 99.56%

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 99.57% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.02% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.77% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 90.74% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.10% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.55% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.51% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.46% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.14% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.88% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.44% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.35% 94.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.83% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.33% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.17% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.90% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 80.96% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.11% 96.00%

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 hanburyi

Cross-Links

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PubChem 73321311
LOTUS LTS0100674
wikiData Q105168497