[(2R)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (E)-3-[7-[(2R)-2,3-dihydroxy-3-methylbutoxy]-6-hydroxy-1-benzofuran-5-yl]prop-2-enoate

Details

Top
Internal ID b8fe9c10-2b65-49eb-bed2-9db3914b6618
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name [(2R)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (E)-3-[7-[(2R)-2,3-dihydroxy-3-methylbutoxy]-6-hydroxy-1-benzofuran-5-yl]prop-2-enoate
SMILES (Canonical) CC(C)(C(COC1=C2C(=CC(=C1O)C=CC(=O)OC(COC3=C4C(=CC5=C3OC=C5)C=CC(=O)O4)C(C)(C)O)C=CO2)O)O
SMILES (Isomeric) CC(C)([C@@H](COC1=C2C(=CC(=C1O)/C=C/C(=O)O[C@H](COC3=C4C(=CC5=C3OC=C5)C=CC(=O)O4)C(C)(C)O)C=CO2)O)O
InChI InChI=1S/C32H32O12/c1-31(2,37)21(33)15-41-29-25(36)17(13-19-9-11-39-26(19)29)5-7-23(34)43-22(32(3,4)38)16-42-30-27-20(10-12-40-27)14-18-6-8-24(35)44-28(18)30/h5-14,21-22,33,36-38H,15-16H2,1-4H3/b7-5+/t21-,22-/m1/s1
InChI Key KUTCFXJKKVZGMS-VICXPYPNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H32O12
Molecular Weight 608.60 g/mol
Exact Mass 608.18937645 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.28
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R)-3-hydroxy-3-methyl-1-(7-oxofuro[3,2-g]chromen-9-yl)oxybutan-2-yl] (E)-3-[7-[(2R)-2,3-dihydroxy-3-methylbutoxy]-6-hydroxy-1-benzofuran-5-yl]prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9191 91.91%
Caco-2 - 0.8661 86.61%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7581 75.81%
OATP2B1 inhibitior - 0.5711 57.11%
OATP1B1 inhibitior + 0.8541 85.41%
OATP1B3 inhibitior + 0.9243 92.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9428 94.28%
P-glycoprotein inhibitior + 0.7799 77.99%
P-glycoprotein substrate - 0.5605 56.05%
CYP3A4 substrate + 0.6068 60.68%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.9347 93.47%
CYP2C9 inhibition - 0.8058 80.58%
CYP2C19 inhibition - 0.7642 76.42%
CYP2D6 inhibition - 0.8975 89.75%
CYP1A2 inhibition - 0.6927 69.27%
CYP2C8 inhibition + 0.6850 68.50%
CYP inhibitory promiscuity - 0.8334 83.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5246 52.46%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.7944 79.44%
Skin corrosion - 0.9351 93.51%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6777 67.77%
Micronuclear - 0.5167 51.67%
Hepatotoxicity + 0.7198 71.98%
skin sensitisation - 0.7914 79.14%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8119 81.19%
Acute Oral Toxicity (c) III 0.6182 61.82%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.8182 81.82%
Thyroid receptor binding + 0.6449 64.49%
Glucocorticoid receptor binding + 0.8241 82.41%
Aromatase binding + 0.6126 61.26%
PPAR gamma + 0.7558 75.58%
Honey bee toxicity - 0.8266 82.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9873 98.73%

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 99.04% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.22% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 96.40% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.77% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 93.13% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.84% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.42% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.42% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.82% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.29% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.99% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.58% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.26% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.63% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.38% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.76% 96.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.50% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.96% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.90% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.08% 91.07%

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.
Heracleum candicans

Cross-Links

Top
PubChem 101502036
LOTUS LTS0024661
wikiData Q105146349