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[(1R,2R,3R,4aR,5R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R,3S)-2,3-diacetyloxy-2-methylbutanoate

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 333be73f-5bda-41ad-a452-1312e94d893d
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1R,2R,3R,4aR,5R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R,3S)-2,3-diacetyloxy-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H44O14/c1-16-11-26(44-20(5)36)32(14-41-18(3)34)24(30(16,7)25-12-22-9-10-40-28(22)45-25)13-23(38)27(33(32)15-42-33)46-29(39)31(8,47-21(6)37)17(2)43-19(4)35/h9-11,17,22-28,38H,12-15H2,1-8H3/t17-,22+,23+,24+,25-,26-,27+,28-,30-,31+,32-,33+/m0/s1
InChI Key KKJMIDSUDJXHOU-MOMSHOHPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O14
Molecular Weight 664.70 g/mol
Exact Mass 664.27310607 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.04
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4aR,5R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,8-tetrahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R,3S)-2,3-diacetyloxy-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9747 97.47%
Caco-2 - 0.8224 82.24%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8093 80.93%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8267 82.67%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9765 97.65%
P-glycoprotein inhibitior + 0.8420 84.20%
P-glycoprotein substrate + 0.7349 73.49%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8643 86.43%
CYP3A4 inhibition - 0.6810 68.10%
CYP2C9 inhibition - 0.8278 82.78%
CYP2C19 inhibition - 0.8337 83.37%
CYP2D6 inhibition - 0.9437 94.37%
CYP1A2 inhibition - 0.9008 90.08%
CYP2C8 inhibition + 0.6870 68.70%
CYP inhibitory promiscuity - 0.8306 83.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4808 48.08%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9129 91.29%
Skin irritation - 0.5910 59.10%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4626 46.26%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6236 62.36%
skin sensitisation - 0.8173 81.73%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6862 68.62%
Acute Oral Toxicity (c) I 0.7188 71.88%
Estrogen receptor binding + 0.7841 78.41%
Androgen receptor binding + 0.7416 74.16%
Thyroid receptor binding + 0.5490 54.90%
Glucocorticoid receptor binding + 0.8013 80.13%
Aromatase binding + 0.7065 70.65%
PPAR gamma + 0.7555 75.55%
Honey bee toxicity - 0.6706 67.06%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.33% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.95% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.14% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.04% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.84% 85.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.54% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.38% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 91.80% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.89% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.35% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.34% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.41% 95.56%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.01% 97.47%
CHEMBL5028 O14672 ADAM10 86.84% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.07% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.96% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.21% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.38% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.01% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.51% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.46% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.21% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.60% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.34% 89.00%

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.
Clerodendrum trichotomum

Cross-Links

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PubChem 100942646
LOTUS LTS0106474
wikiData Q105142216