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4-[(2R)-3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

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 6206dea4-1435-4c7c-99d5-69d1cd9aac92
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name 4-[(2R)-3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34O15/c1-26(2,17(29)9-37-22-12-3-4-18(30)40-15(12)7-14-13(22)5-6-36-14)42-24-21(33)20(32)19(31)16(41-24)8-38-25-23(34)27(35,10-28)11-39-25/h3-7,16-17,19-21,23-25,28-29,31-35H,8-11H2,1-2H3/t16-,17-,19-,20+,21-,23+,24+,25-,27-/m1/s1
InChI Key WHICJDPSYBJDEN-ZEGJQBCFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O15
Molecular Weight 598.50 g/mol
Exact Mass 598.18977037 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.66
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2R)-3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7476 74.76%
Caco-2 - 0.8732 87.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7042 70.42%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8863 88.63%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6910 69.10%
P-glycoprotein inhibitior + 0.5718 57.18%
P-glycoprotein substrate + 0.5714 57.14%
CYP3A4 substrate + 0.6861 68.61%
CYP2C9 substrate - 0.8330 83.30%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.9337 93.37%
CYP2C9 inhibition - 0.9325 93.25%
CYP2C19 inhibition - 0.8920 89.20%
CYP2D6 inhibition - 0.9059 90.59%
CYP1A2 inhibition - 0.8589 85.89%
CYP2C8 inhibition + 0.6039 60.39%
CYP inhibitory promiscuity - 0.8885 88.85%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6187 61.87%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9299 92.99%
Skin irritation - 0.8007 80.07%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7563 75.63%
Micronuclear - 0.6126 61.26%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8656 86.56%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9249 92.49%
Acute Oral Toxicity (c) III 0.5176 51.76%
Estrogen receptor binding + 0.7798 77.98%
Androgen receptor binding + 0.7191 71.91%
Thyroid receptor binding + 0.5267 52.67%
Glucocorticoid receptor binding + 0.6309 63.09%
Aromatase binding + 0.7023 70.23%
PPAR gamma + 0.7281 72.81%
Honey bee toxicity - 0.7234 72.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9310 93.10%

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 99.59% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.61% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.98% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.93% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.67% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.66% 94.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 91.73% 94.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.72% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.39% 95.83%
CHEMBL4040 P28482 MAP kinase ERK2 89.05% 83.82%
CHEMBL4581 P52732 Kinesin-like protein 1 88.06% 93.18%
CHEMBL1937 Q92769 Histone deacetylase 2 87.94% 94.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.82% 95.71%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 87.21% 80.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.98% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.85% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.44% 99.23%
CHEMBL220 P22303 Acetylcholinesterase 86.35% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.06% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.93% 94.73%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.19% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.37% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.08% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.04% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.58% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.29% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 82.85% 95.93%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 81.74% 96.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.73% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.49% 100.00%
CHEMBL3232685 O00257 E3 SUMO-protein ligase CBX4 80.05% 93.00%

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.
Angelica dahurica

Cross-Links

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PubChem 98789241
LOTUS LTS0029198
wikiData Q105305334