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Xylogranatin B

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 08dc3abc-e6c3-4eaa-a912-dc4cf509b33b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,3R,4R,6R)-6-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-3-(2-methoxy-2-oxoethyl)-2,2,4-trimethyl-5-oxocyclohexyl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(=O)C(C(C1(C)C)CC(=O)OC)C)C(C2(C(=O)CCC3(C2=CC(=O)OC3C4=COC=C4)C)O)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@@H](C(=O)[C@@H]([C@H](C1(C)C)CC(=O)OC)C)[C@H]([C@]2(C(=O)CC[C@@]3(C2=CC(=O)O[C@H]3C4=COC=C4)C)O)OC(=O)C
InChI InChI=1S/C34H42O12/c1-9-17(2)31(40)46-29-26(27(39)18(3)21(32(29,5)6)14-24(37)42-8)30(44-19(4)35)34(41)22-15-25(38)45-28(20-11-13-43-16-20)33(22,7)12-10-23(34)36/h9,11,13,15-16,18,21,26,28-30,41H,10,12,14H2,1-8H3/b17-9+/t18-,21-,26-,28+,29-,30-,33-,34+/m1/s1
InChI Key FOIBRFBSPKGPOD-MKNWTFHLSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O12
Molecular Weight 642.70 g/mol
Exact Mass 642.26762677 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.75
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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[(1R,3R,4R,6R)-6-[(R)-acetyloxy-[(1R,5R,8aR)-1-(furan-3-yl)-5-hydroxy-8a-methyl-3,6-dioxo-7,8-dihydro-1H-isochromen-5-yl]methyl]-3-(2-methoxy-2-oxoethyl)-2,2,4-trimethyl-5-oxocyclohexyl] (E)-2-methylbut-2-enoate

2D Structure

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2D Structure of Xylogranatin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9865 98.65%
Caco-2 - 0.7875 78.75%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8299 82.99%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior - 0.3734 37.34%
OATP1B3 inhibitior - 0.6216 62.16%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9816 98.16%
P-glycoprotein inhibitior + 0.8699 86.99%
P-glycoprotein substrate + 0.6645 66.45%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9000 90.00%
CYP3A4 inhibition + 0.6179 61.79%
CYP2C9 inhibition - 0.6349 63.49%
CYP2C19 inhibition - 0.7629 76.29%
CYP2D6 inhibition - 0.8772 87.72%
CYP1A2 inhibition - 0.7996 79.96%
CYP2C8 inhibition + 0.7598 75.98%
CYP inhibitory promiscuity - 0.5992 59.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4597 45.97%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.6654 66.54%
Skin corrosion - 0.9085 90.85%
Ames mutagenesis - 0.6148 61.48%
Human Ether-a-go-go-Related Gene inhibition - 0.3603 36.03%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5122 51.22%
skin sensitisation - 0.8350 83.50%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5902 59.02%
Acute Oral Toxicity (c) I 0.5869 58.69%
Estrogen receptor binding + 0.7743 77.43%
Androgen receptor binding + 0.7142 71.42%
Thyroid receptor binding + 0.5987 59.87%
Glucocorticoid receptor binding + 0.8261 82.61%
Aromatase binding + 0.6267 62.67%
PPAR gamma + 0.7786 77.86%
Honey bee toxicity - 0.6841 68.41%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9770 97.70%

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 99.29% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.89% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.87% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.32% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.90% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.74% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.59% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.79% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 88.93% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.71% 91.19%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.63% 91.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.80% 82.69%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.34% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.56% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.08% 93.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.02% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.23% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.83% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.73% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.71% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.41% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.65% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.06% 97.09%

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.
Xylocarpus granatum

Cross-Links

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PubChem 16091091
LOTUS LTS0068402
wikiData Q104401662