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Agastinol

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 62981a8d-ecfd-4aa1-9b66-ce6afc165268
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name [(2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) COC1=C(C=CC(=C1)CC2COC(C2COC(=O)C3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C[C@@H]2CO[C@H]([C@@H]2COC(=O)C3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)O
InChI InChI=1S/C27H28O8/c1-32-24-12-16(3-9-22(24)29)11-19-14-34-26(18-6-10-23(30)25(13-18)33-2)21(19)15-35-27(31)17-4-7-20(28)8-5-17/h3-10,12-13,19,21,26,28-30H,11,14-15H2,1-2H3/t19-,21-,26+/m1/s1
InChI Key GFXHOKACHHWSQG-KCPMXOJXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H28O8
Molecular Weight 480.50 g/mol
Exact Mass 480.17841785 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.22
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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CHEMBL517327
AKOS040734938
[(2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 4-hydroxybenzoate
(8S,7\'R,8\'S)-4-Hydroxybenzoic acid 4-(4-hydroxy-3-methoxybenzyl)-2-(4-hydroxy-3-methoxyphenyl)tetrahydrofuran-3-ylmethyl ester
4-Hydroxy-benzoic acid 4-(4-hydroxy-3-methoxy-benzyl)-2-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furan-3-ylmethyl ester
413615-33-5
InChI=1/C27H28O8/c1-32-24-12-16(3-9-22(24)29)11-19-14-34-26(18-6-10-23(30)25(13-18)33-2)21(19)15-35-27(31)17-4-7-20(28)8-5-17/h3-10,12-13,19,21,26,28-30H,11,14-15H2,1-2H3/t19-,21-,26+/m1/s

2D Structure

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2D Structure of Agastinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9605 96.05%
Caco-2 - 0.6502 65.02%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.9176 91.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8755 87.55%
OATP1B3 inhibitior + 0.8864 88.64%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9308 93.08%
P-glycoprotein inhibitior + 0.8722 87.22%
P-glycoprotein substrate - 0.6244 62.44%
CYP3A4 substrate + 0.6412 64.12%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7535 75.35%
CYP3A4 inhibition + 0.5330 53.30%
CYP2C9 inhibition + 0.8120 81.20%
CYP2C19 inhibition + 0.8525 85.25%
CYP2D6 inhibition - 0.8895 88.95%
CYP1A2 inhibition - 0.5053 50.53%
CYP2C8 inhibition + 0.9095 90.95%
CYP inhibitory promiscuity + 0.8905 89.05%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6154 61.54%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.8455 84.55%
Skin irritation - 0.8742 87.42%
Skin corrosion - 0.9761 97.61%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8782 87.82%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8451 84.51%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.5197 51.97%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8942 89.42%
Acute Oral Toxicity (c) III 0.6690 66.90%
Estrogen receptor binding + 0.8222 82.22%
Androgen receptor binding + 0.7868 78.68%
Thyroid receptor binding + 0.6786 67.86%
Glucocorticoid receptor binding + 0.7979 79.79%
Aromatase binding + 0.5246 52.46%
PPAR gamma + 0.5980 59.80%
Honey bee toxicity - 0.8682 86.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9907 99.07%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.07% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.44% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.49% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.33% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.42% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.02% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 90.18% 91.19%
CHEMBL2535 P11166 Glucose transporter 89.55% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.38% 95.89%
CHEMBL4208 P20618 Proteasome component C5 87.35% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.07% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.93% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.42% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.40% 85.31%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.95% 85.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.78% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.77% 93.99%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 82.52% 96.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.29% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.64% 95.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.24% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.21% 94.00%
CHEMBL3194 P02766 Transthyretin 80.19% 90.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.09% 90.71%

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.
Agastache rugosa

Cross-Links

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PubChem 637406
NPASS NPC267091
LOTUS LTS0225016
wikiData Q105007859