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4-[(2R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-4-oxopyran-3-yl)oxyoxan-3-yl]oxy-2-hydroxy-3-methylbutoxy]furo[2,3-g]chromen-6-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 2724363b-32ae-4d4c-ae00-2e1041789eea
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Linear furanocoumarins
IUPAC Name 4-[(2R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-4-oxopyran-3-yl)oxyoxan-3-yl]oxy-2-hydroxy-3-methylbutoxy]furo[2,3-g]chromen-6-one
SMILES (Canonical) CC1=C(C(=O)C=CO1)OC2C(C(C(C(O2)CO)O)O)OC(C)(C)C(COC3=C4C(=CC5=C3C=CO5)C=CC(=O)O4)O
SMILES (Isomeric) CC1=C(C(=O)C=CO1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)OC(C)(C)[C@@H](COC3=C4C(=CC5=C3C=CO5)C=CC(=O)O4)O
InChI InChI=1S/C28H30O13/c1-13-23(16(30)7-9-35-13)40-27-26(22(34)21(33)18(11-29)38-27)41-28(2,3)19(31)12-37-25-15-6-8-36-17(15)10-14-4-5-20(32)39-24(14)25/h4-10,18-19,21-22,26-27,29,31,33-34H,11-12H2,1-3H3/t18-,19-,21-,22+,26-,27+/m1/s1
InChI Key RZBONLFRHIKGMF-XUZVPHHTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H30O13
Molecular Weight 574.50 g/mol
Exact Mass 574.16864101 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.22
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 9

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)-4,5-dihydroxy-6-(hydroxymethyl)-2-(2-methyl-4-oxopyran-3-yl)oxyoxan-3-yl]oxy-2-hydroxy-3-methylbutoxy]furo[2,3-g]chromen-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7390 73.90%
Caco-2 - 0.8403 84.03%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6265 62.65%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.8819 88.19%
OATP1B3 inhibitior + 0.9511 95.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9124 91.24%
P-glycoprotein inhibitior + 0.6868 68.68%
P-glycoprotein substrate - 0.5217 52.17%
CYP3A4 substrate + 0.6677 66.77%
CYP2C9 substrate - 0.8255 82.55%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.9430 94.30%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition - 0.8958 89.58%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.7787 77.87%
CYP2C8 inhibition + 0.5693 56.93%
CYP inhibitory promiscuity - 0.8839 88.39%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6025 60.25%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9385 93.85%
Skin irritation - 0.8087 80.87%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8813 88.13%
Micronuclear - 0.5667 56.67%
Hepatotoxicity + 0.6658 66.58%
skin sensitisation - 0.8652 86.52%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9601 96.01%
Acute Oral Toxicity (c) III 0.6488 64.88%
Estrogen receptor binding + 0.8164 81.64%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding + 0.5827 58.27%
Glucocorticoid receptor binding + 0.6683 66.83%
Aromatase binding + 0.6354 63.54%
PPAR gamma + 0.6828 68.28%
Honey bee toxicity - 0.7275 72.75%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9357 93.57%

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 98.93% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.00% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 97.30% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.38% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 92.76% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.75% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.05% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.90% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.06% 96.00%
CHEMBL4581 P52732 Kinesin-like protein 1 88.49% 93.18%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 88.10% 93.65%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.52% 95.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.42% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.39% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.06% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.67% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.54% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.26% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.35% 86.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.90% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 80.81% 94.75%
CHEMBL1907 P15144 Aminopeptidase N 80.69% 93.31%

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.
Prangos pabularia

Cross-Links

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PubChem 163105905
LOTUS LTS0024480
wikiData Q105248312