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methyl (1S,4S,4aS,4bR,8S,8aS,9S,9aS)-9-acetyloxy-1-(furan-3-yl)-4a,8a-dihydroxy-4,4b,8-trimethyl-3-oxo-4,5,6,7,9,9a-hexahydro-1H-indeno[2,1-c]pyran-8-carboxylate

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 82c5d06d-40ef-42c3-a0f4-37d270383674
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl (1S,4S,4aS,4bR,8S,8aS,9S,9aS)-9-acetyloxy-1-(furan-3-yl)-4a,8a-dihydroxy-4,4b,8-trimethyl-3-oxo-4,5,6,7,9,9a-hexahydro-1H-indeno[2,1-c]pyran-8-carboxylate
SMILES (Canonical) CC1C(=O)OC(C2C1(C3(CCCC(C3(C2OC(=O)C)O)(C)C(=O)OC)C)O)C4=COC=C4
SMILES (Isomeric) C[C@@H]1C(=O)O[C@@H]([C@@H]2[C@]1([C@]3(CCC[C@]([C@@]3([C@H]2OC(=O)C)O)(C)C(=O)OC)C)O)C4=COC=C4
InChI InChI=1S/C23H30O9/c1-12-18(25)32-16(14-7-10-30-11-14)15-17(31-13(2)24)23(28)20(3,19(26)29-5)8-6-9-21(23,4)22(12,15)27/h7,10-12,15-17,27-28H,6,8-9H2,1-5H3/t12-,15+,16-,17+,20-,21-,22-,23-/m1/s1
InChI Key MBMPZJMCELVINF-CJDYBMMFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O9
Molecular Weight 450.50 g/mol
Exact Mass 450.18898253 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4S,4aS,4bR,8S,8aS,9S,9aS)-9-acetyloxy-1-(furan-3-yl)-4a,8a-dihydroxy-4,4b,8-trimethyl-3-oxo-4,5,6,7,9,9a-hexahydro-1H-indeno[2,1-c]pyran-8-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8696 86.96%
Caco-2 - 0.5138 51.38%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7208 72.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7390 73.90%
OATP1B3 inhibitior + 0.8489 84.89%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.7075 70.75%
P-glycoprotein inhibitior + 0.6537 65.37%
P-glycoprotein substrate - 0.5696 56.96%
CYP3A4 substrate + 0.6733 67.33%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8421 84.21%
CYP3A4 inhibition - 0.6250 62.50%
CYP2C9 inhibition - 0.7870 78.70%
CYP2C19 inhibition - 0.8578 85.78%
CYP2D6 inhibition - 0.9250 92.50%
CYP1A2 inhibition - 0.7919 79.19%
CYP2C8 inhibition + 0.4455 44.55%
CYP inhibitory promiscuity - 0.8282 82.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5252 52.52%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9290 92.90%
Skin irritation - 0.6980 69.80%
Skin corrosion - 0.8958 89.58%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8599 85.99%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.7324 73.24%
skin sensitisation - 0.8969 89.69%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.5735 57.35%
Acute Oral Toxicity (c) I 0.5329 53.29%
Estrogen receptor binding + 0.8205 82.05%
Androgen receptor binding + 0.7421 74.21%
Thyroid receptor binding + 0.5666 56.66%
Glucocorticoid receptor binding + 0.7464 74.64%
Aromatase binding + 0.6851 68.51%
PPAR gamma + 0.6240 62.40%
Honey bee toxicity - 0.8459 84.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9639 96.39%

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 98.33% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.00% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.61% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.06% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.13% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.71% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 85.96% 91.19%
CHEMBL5028 O14672 ADAM10 85.53% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.12% 94.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.30% 81.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.86% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.53% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.38% 82.69%
CHEMBL4040 P28482 MAP kinase ERK2 82.95% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.86% 91.07%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.78% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.22% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.74% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101677464
LOTUS LTS0185209
wikiData Q104393445