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Exserolide A

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 ef86676e-d019-48a6-8544-36fe00c02e80
Taxonomy Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
IUPAC Name (2R,3aR,9bR)-6-hydroxy-2-[(1R)-1-hydroxypropyl]-7,8-dimethoxy-2,3,3a,9b-tetrahydrofuro[3,2-c]isochromen-5-one
SMILES (Canonical) CCC(C1CC2C(O1)C3=CC(=C(C(=C3C(=O)O2)O)OC)OC)O
SMILES (Isomeric) CC[C@H]([C@H]1C[C@@H]2[C@H](O1)C3=CC(=C(C(=C3C(=O)O2)O)OC)OC)O
InChI InChI=1S/C16H20O7/c1-4-8(17)9-6-11-14(22-9)7-5-10(20-2)15(21-3)13(18)12(7)16(19)23-11/h5,8-9,11,14,17-18H,4,6H2,1-3H3/t8-,9-,11-,14-/m1/s1
InChI Key IELGRTIPFVIRGM-RSVSFAPFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H20O7
Molecular Weight 324.32 g/mol
Exact Mass 324.12090297 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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(2R,3aR,9bR)-6-hydroxy-2-((1R)-1-hydroxypropyl)-7,8-dimethoxy-2,3,3a,9b-tetrahydrofuro(3,2-c)isochromen-5-one
(2R,3aR,9bR)-6-hydroxy-2-[(1R)-1-hydroxypropyl]-7,8-dimethoxy-2,3,3a,9b-tetrahydrofuro[3,2-c]isochromen-5-one
RefChem:139792
Hydroxymonocerin
CHEMBL4218443
CHEBI:226209
EX-A16413
(2R,3aR,9bR)-6-hydroxy-2-[(1R)-1-hydroxypropyl]-7,8-dimethoxy-2,3,3a,9b-tetrahydrouro[3,2-c]isochromen-5-one
1778734-74-9

2D Structure

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2D Structure of Exserolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9760 97.60%
Caco-2 + 0.5478 54.78%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7297 72.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8527 85.27%
OATP1B3 inhibitior - 0.2323 23.23%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7851 78.51%
P-glycoprotein inhibitior - 0.7875 78.75%
P-glycoprotein substrate - 0.7349 73.49%
CYP3A4 substrate + 0.5968 59.68%
CYP2C9 substrate - 0.5686 56.86%
CYP2D6 substrate - 0.8143 81.43%
CYP3A4 inhibition - 0.8020 80.20%
CYP2C9 inhibition - 0.7865 78.65%
CYP2C19 inhibition - 0.6657 66.57%
CYP2D6 inhibition - 0.8768 87.68%
CYP1A2 inhibition - 0.5846 58.46%
CYP2C8 inhibition + 0.5195 51.95%
CYP inhibitory promiscuity - 0.6928 69.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4153 41.53%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9272 92.72%
Skin irritation - 0.7884 78.84%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6854 68.54%
Micronuclear + 0.5859 58.59%
Hepatotoxicity + 0.5274 52.74%
skin sensitisation - 0.8272 82.72%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7352 73.52%
Acute Oral Toxicity (c) III 0.4021 40.21%
Estrogen receptor binding + 0.6333 63.33%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.6192 61.92%
Glucocorticoid receptor binding + 0.7409 74.09%
Aromatase binding - 0.6674 66.74%
PPAR gamma + 0.5971 59.71%
Honey bee toxicity - 0.8615 86.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8891 88.91%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.37% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.02% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.20% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.38% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.40% 99.17%
CHEMBL2581 P07339 Cathepsin D 88.08% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.60% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.47% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.31% 97.09%
CHEMBL4208 P20618 Proteasome component C5 86.85% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.63% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.79% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.18% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.84% 95.50%
CHEMBL2535 P11166 Glucose transporter 83.64% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.51% 89.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.35% 93.99%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.17% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.04% 96.95%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.84% 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.
There are no matching plants.

Cross-Links

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PubChem 139586663
LOTUS LTS0117444
wikiData Q77511618