1-hydroxy-2-[(2R)-2-hydroxy-3-methylbut-3-enyl]-3,6,7-trimethoxy-8-(3-methylbut-2-enyl)xanthen-9-one

Details

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Internal ID 59cf58c6-d63c-41c9-8bc2-3d2a5a0c96f2
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
IUPAC Name 1-hydroxy-2-[(2R)-2-hydroxy-3-methylbut-3-enyl]-3,6,7-trimethoxy-8-(3-methylbut-2-enyl)xanthen-9-one
SMILES (Canonical) CC(=CCC1=C2C(=CC(=C1OC)OC)OC3=CC(=C(C(=C3C2=O)O)CC(C(=C)C)O)OC)C
SMILES (Isomeric) CC(=CCC1=C2C(=CC(=C1OC)OC)OC3=CC(=C(C(=C3C2=O)O)C[C@H](C(=C)C)O)OC)C
InChI InChI=1S/C26H30O7/c1-13(2)8-9-15-22-19(12-21(31-6)26(15)32-7)33-20-11-18(30-5)16(10-17(27)14(3)4)24(28)23(20)25(22)29/h8,11-12,17,27-28H,3,9-10H2,1-2,4-7H3/t17-/m1/s1
InChI Key ZIXGZQVFRYTLJJ-QGZVFWFLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O7
Molecular Weight 454.50 g/mol
Exact Mass 454.19915329 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 5.90
Atomic LogP (AlogP) 4.67
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-hydroxy-2-[(2R)-2-hydroxy-3-methylbut-3-enyl]-3,6,7-trimethoxy-8-(3-methylbut-2-enyl)xanthen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 + 0.5800 58.00%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5478 54.78%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8833 88.33%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8095 80.95%
P-glycoprotein inhibitior + 0.7788 77.88%
P-glycoprotein substrate - 0.5913 59.13%
CYP3A4 substrate + 0.6037 60.37%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.7986 79.86%
CYP3A4 inhibition - 0.7283 72.83%
CYP2C9 inhibition + 0.5133 51.33%
CYP2C19 inhibition + 0.7184 71.84%
CYP2D6 inhibition - 0.5586 55.86%
CYP1A2 inhibition + 0.7531 75.31%
CYP2C8 inhibition + 0.6405 64.05%
CYP inhibitory promiscuity + 0.5334 53.34%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7298 72.98%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8005 80.05%
Skin irritation - 0.7631 76.31%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.5964 59.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5849 58.49%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.7255 72.55%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9030 90.30%
Acute Oral Toxicity (c) III 0.6090 60.90%
Estrogen receptor binding + 0.8235 82.35%
Androgen receptor binding + 0.5756 57.56%
Thyroid receptor binding + 0.6471 64.71%
Glucocorticoid receptor binding + 0.8152 81.52%
Aromatase binding + 0.7243 72.43%
PPAR gamma + 0.7599 75.99%
Honey bee toxicity - 0.6317 63.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9812 98.12%

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 98.80% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.73% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.15% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.83% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.05% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.01% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.81% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.79% 89.34%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.58% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.28% 97.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.66% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.79% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.79% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.64% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.12% 89.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.94% 95.50%
CHEMBL4040 P28482 MAP kinase ERK2 80.34% 83.82%

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 mangostana

Cross-Links

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PubChem 162956670
LOTUS LTS0063592
wikiData Q105377644