1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, diacetate, (2R,3R)-

Details

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Internal ID c5e47883-ffd0-4548-958b-ce6df47b3d4b
Taxonomy Lignans, neolignans and related compounds > Dibenzylbutane lignans
IUPAC Name [(2R,3R)-3-(acetyloxymethyl)-4-(1,3-benzodioxol-5-yl)-2-(1,3-benzodioxol-5-ylmethyl)butyl] acetate
SMILES (Canonical) CC(=O)OCC(CC1=CC2=C(C=C1)OCO2)C(CC3=CC4=C(C=C3)OCO4)COC(=O)C
SMILES (Isomeric) CC(=O)OC[C@H](CC1=CC2=C(C=C1)OCO2)[C@@H](CC3=CC4=C(C=C3)OCO4)COC(=O)C
InChI InChI=1S/C24H26O8/c1-15(25)27-11-19(7-17-3-5-21-23(9-17)31-13-29-21)20(12-28-16(2)26)8-18-4-6-22-24(10-18)32-14-30-22/h3-6,9-10,19-20H,7-8,11-14H2,1-2H3/t19-,20-/m0/s1
InChI Key GFOPJZZAXNTRGJ-PMACEKPBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H26O8
Molecular Weight 442.50 g/mol
Exact Mass 442.16276778 g/mol
Topological Polar Surface Area (TPSA) 89.50 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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CHEMBL3582086
DTXSID001001974
1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, diacetate, (2R,3R)-
2,3-Bis[(2H-1,3-benzodioxol-5-yl)methyl]butane-1,4-diyl diacetate

2D Structure

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2D Structure of 1,4-Butanediol, 2,3-bis(1,3-benzodioxol-5-ylmethyl)-, diacetate, (2R,3R)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9449 94.49%
OATP1B3 inhibitior + 0.9224 92.24%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9707 97.07%
P-glycoprotein inhibitior + 0.8367 83.67%
P-glycoprotein substrate - 0.9392 93.92%
CYP3A4 substrate - 0.5927 59.27%
CYP2C9 substrate - 0.5975 59.75%
CYP2D6 substrate - 0.8362 83.62%
CYP3A4 inhibition + 0.8814 88.14%
CYP2C9 inhibition + 0.9015 90.15%
CYP2C19 inhibition + 0.9357 93.57%
CYP2D6 inhibition + 0.5000 50.00%
CYP1A2 inhibition + 0.8425 84.25%
CYP2C8 inhibition - 0.9358 93.58%
CYP inhibitory promiscuity + 0.9252 92.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.4883 48.83%
Eye corrosion - 0.9751 97.51%
Eye irritation - 0.8107 81.07%
Skin irritation - 0.7714 77.14%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8486 84.86%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5276 52.76%
skin sensitisation - 0.5336 53.36%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6187 61.87%
Acute Oral Toxicity (c) III 0.7862 78.62%
Estrogen receptor binding + 0.8498 84.98%
Androgen receptor binding + 0.7655 76.55%
Thyroid receptor binding + 0.5737 57.37%
Glucocorticoid receptor binding + 0.7351 73.51%
Aromatase binding - 0.6046 60.46%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8984 89.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7407 74.07%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.01% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.65% 96.77%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.64% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.63% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.37% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.65% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 88.65% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.31% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.86% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.57% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.11% 96.00%
CHEMBL4208 P20618 Proteasome component C5 81.06% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.87% 95.56%

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.
Bursera microphylla

Cross-Links

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PubChem 5488712
LOTUS LTS0023666
wikiData Q82996001