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4-[[(2S,3S,6R)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]methoxy]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 a0c0fc1e-54e9-423e-a138-9d063bd35c1a
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
IUPAC Name 4-[[(2S,3S,6R)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]methoxy]furo[3,2-g]chromen-7-one
SMILES (Canonical) CC1(CCC(OC1COC2=C3C=CC(=O)OC3=CC4=C2C=CO4)C(C)(C)O)O
SMILES (Isomeric) C[C@@]1(CC[C@@H](O[C@H]1COC2=C3C=CC(=O)OC3=CC4=C2C=CO4)C(C)(C)O)O
InChI InChI=1S/C21H24O7/c1-20(2,23)16-6-8-21(3,24)17(28-16)11-26-19-12-4-5-18(22)27-15(12)10-14-13(19)7-9-25-14/h4-5,7,9-10,16-17,23-24H,6,8,11H2,1-3H3/t16-,17+,21+/m1/s1
InChI Key PIGJUYQFLILCLL-WWMYMODYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24O7
Molecular Weight 388.40 g/mol
Exact Mass 388.15220310 g/mol
Topological Polar Surface Area (TPSA) 98.40 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[[(2S,3S,6R)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]methoxy]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 + 0.9615 96.15%
Caco-2 - 0.5517 55.17%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8582 85.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.8136 81.36%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8507 85.07%
P-glycoprotein inhibitior - 0.5287 52.87%
P-glycoprotein substrate - 0.5739 57.39%
CYP3A4 substrate + 0.6397 63.97%
CYP2C9 substrate - 0.6435 64.35%
CYP2D6 substrate - 0.8110 81.10%
CYP3A4 inhibition - 0.6317 63.17%
CYP2C9 inhibition - 0.7660 76.60%
CYP2C19 inhibition - 0.7849 78.49%
CYP2D6 inhibition - 0.9247 92.47%
CYP1A2 inhibition - 0.6671 66.71%
CYP2C8 inhibition + 0.5748 57.48%
CYP inhibitory promiscuity - 0.8588 85.88%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5569 55.69%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9397 93.97%
Skin irritation - 0.7119 71.19%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.7508 75.08%
Human Ether-a-go-go-Related Gene inhibition + 0.8701 87.01%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.6995 69.95%
skin sensitisation - 0.9217 92.17%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.9065 90.65%
Acute Oral Toxicity (c) I 0.5875 58.75%
Estrogen receptor binding + 0.8834 88.34%
Androgen receptor binding + 0.7664 76.64%
Thyroid receptor binding + 0.6728 67.28%
Glucocorticoid receptor binding + 0.6938 69.38%
Aromatase binding + 0.7477 74.77%
PPAR gamma + 0.7526 75.26%
Honey bee toxicity - 0.8885 88.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9915 99.15%

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 99.23% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.49% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.15% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.48% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.87% 98.95%
CHEMBL1871 P10275 Androgen Receptor 90.81% 96.43%
CHEMBL4040 P28482 MAP kinase ERK2 90.52% 83.82%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 90.27% 94.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.24% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.66% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.60% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.64% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.36% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.11% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.84% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 84.82% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.01% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.29% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.85% 100.00%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.68% 80.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.54% 89.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.18% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.43% 97.28%
CHEMBL3401 O75469 Pregnane X receptor 80.32% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.07% 91.07%

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.
Citrus lucida

Cross-Links

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PubChem 11675450
LOTUS LTS0052061
wikiData Q105209497