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(1R,2R,8S,17R,19S)-12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaene-14,18-dione

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 457d2e38-fc34-437d-89b6-e9dce919176a
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name (1R,2R,8S,17R,19S)-12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaene-14,18-dione
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(C)C)O)C)C
SMILES (Isomeric) CC(=CCC[C@]1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)O[C@]45[C@@H]6C[C@H](C=C4C3=O)C(=O)[C@]5(OC6(C)C)CC=C(C)C)O)C)C
InChI InChI=1S/C38H46O6/c1-21(2)11-10-16-36(9)17-15-25-30(39)29-31(40)27-19-24-20-28-35(7,8)44-37(34(24)41,18-14-23(5)6)38(27,28)43-33(29)26(32(25)42-36)13-12-22(3)4/h11-12,14-15,17,19,24,28,39H,10,13,16,18,20H2,1-9H3/t24-,28+,36-,37+,38-/m0/s1
InChI Key UVSUFYGCWITFIZ-ZQMCEVIESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H46O6
Molecular Weight 598.80 g/mol
Exact Mass 598.32943918 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 8.60
Atomic LogP (AlogP) 8.17
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,8S,17R,19S)-12-hydroxy-8,21,21-trimethyl-5,19-bis(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaene-14,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.7535 75.35%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8308 83.08%
OATP2B1 inhibitior - 0.7117 71.17%
OATP1B1 inhibitior - 0.5617 56.17%
OATP1B3 inhibitior + 0.9159 91.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8630 86.30%
P-glycoprotein substrate + 0.6216 62.16%
CYP3A4 substrate + 0.6974 69.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8426 84.26%
CYP3A4 inhibition - 0.7509 75.09%
CYP2C9 inhibition - 0.5943 59.43%
CYP2C19 inhibition - 0.7121 71.21%
CYP2D6 inhibition - 0.8727 87.27%
CYP1A2 inhibition + 0.5160 51.60%
CYP2C8 inhibition + 0.6981 69.81%
CYP inhibitory promiscuity - 0.7270 72.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5345 53.45%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8883 88.83%
Skin irritation - 0.6331 63.31%
Skin corrosion - 0.8945 89.45%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6579 65.79%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.7563 75.63%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8518 85.18%
Acute Oral Toxicity (c) III 0.4280 42.80%
Estrogen receptor binding + 0.8126 81.26%
Androgen receptor binding + 0.7557 75.57%
Thyroid receptor binding + 0.6600 66.00%
Glucocorticoid receptor binding + 0.8383 83.83%
Aromatase binding + 0.7985 79.85%
PPAR gamma + 0.7289 72.89%
Honey bee toxicity - 0.6654 66.54%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9909 99.09%

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 99.49% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.49% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.25% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.50% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.24% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.65% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.97% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.86% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.01% 85.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.97% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.48% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.18% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.93% 99.23%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.93% 95.69%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.75% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.68% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.28% 95.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.81% 96.90%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.57% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.77% 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 hanburyi

Cross-Links

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PubChem 162883795
LOTUS LTS0042056
wikiData Q105280085