(1S,2S,7S,16S,18R)-11-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-enyl)-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4,9,11,14-tetraene-13,17-dione

Details

Top
Internal ID 6cbebb5d-6130-4bb4-a236-e87501eccdf0
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (1S,2S,7S,16S,18R)-11-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-enyl)-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4,9,11,14-tetraene-13,17-dione
SMILES (Canonical) CC1C(C2=C3C(=C(C=C2O1)OC)C(=O)C4=CC5CC6C4(O3)C(C5=O)(OC6(C)C)CC=C(C)C)(C)C
SMILES (Isomeric) C[C@H]1C(C2=C3C(=C(C=C2O1)OC)C(=O)C4=C[C@@H]5C[C@@H]6[C@@]4(O3)[C@](C5=O)(OC6(C)C)CC=C(C)C)(C)C
InChI InChI=1S/C29H34O6/c1-14(2)9-10-28-25(31)16-11-17-23(30)21-18(32-8)13-19-22(26(4,5)15(3)33-19)24(21)34-29(17,28)20(12-16)27(6,7)35-28/h9,11,13,15-16,20H,10,12H2,1-8H3/t15-,16+,20-,28-,29+/m0/s1
InChI Key ILLFEJWLJDCBKQ-DILCVHJLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H34O6
Molecular Weight 478.60 g/mol
Exact Mass 478.23553880 g/mol
Topological Polar Surface Area (TPSA) 71.10 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2S,7S,16S,18R)-11-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-enyl)-3,8,19-trioxahexacyclo[14.4.1.02,14.02,18.04,12.05,9]henicosa-4,9,11,14-tetraene-13,17-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 + 0.5180 51.80%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7661 76.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.8971 89.71%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9553 95.53%
P-glycoprotein inhibitior + 0.7971 79.71%
P-glycoprotein substrate + 0.5707 57.07%
CYP3A4 substrate + 0.6887 68.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8355 83.55%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.6704 67.04%
CYP2C19 inhibition + 0.5899 58.99%
CYP2D6 inhibition - 0.8453 84.53%
CYP1A2 inhibition - 0.6216 62.16%
CYP2C8 inhibition + 0.6329 63.29%
CYP inhibitory promiscuity + 0.6560 65.60%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5487 54.87%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.7809 78.09%
Skin irritation - 0.7413 74.13%
Skin corrosion - 0.9308 93.08%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6604 66.04%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7169 71.69%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5135 51.35%
Acute Oral Toxicity (c) III 0.4381 43.81%
Estrogen receptor binding + 0.8402 84.02%
Androgen receptor binding + 0.7615 76.15%
Thyroid receptor binding + 0.6643 66.43%
Glucocorticoid receptor binding + 0.7868 78.68%
Aromatase binding + 0.7176 71.76%
PPAR gamma + 0.8327 83.27%
Honey bee toxicity - 0.6344 63.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9867 98.67%

Targets

Top

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 98.07% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.31% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.46% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.84% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.34% 98.95%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 90.04% 92.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.91% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.94% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.38% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.24% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 87.55% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.22% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.99% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.90% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.61% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.40% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.19% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.60% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.83% 91.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.79% 89.50%
CHEMBL4208 P20618 Proteasome component C5 82.26% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.63% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.40% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.26% 96.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.23% 96.90%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.97% 82.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.49% 95.89%

Plants that contains it

Top
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

Top
PubChem 101027047
LOTUS LTS0228590
wikiData Q105115265