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[5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbut-2-enoate

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 031ec466-1ff1-4546-a96f-a89b7d4d0f1a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(CC2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5C=COC5O4)O
SMILES (Isomeric) CC=C(C)C(=O)OC1C(CC2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5C=COC5O4)O
InChI InChI=1S/C29H40O10/c1-7-15(2)25(33)39-24-20(32)12-21-27(6,22-11-19-8-9-34-26(19)38-22)16(3)10-23(37-18(5)31)28(21,13-35-17(4)30)29(24)14-36-29/h7-9,16,19-24,26,32H,10-14H2,1-6H3
InChI Key SFXGUONTLJEXHK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9776 97.76%
Caco-2 - 0.7593 75.93%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7816 78.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8352 83.52%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9538 95.38%
P-glycoprotein inhibitior + 0.7676 76.76%
P-glycoprotein substrate + 0.5767 57.67%
CYP3A4 substrate + 0.6963 69.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition - 0.6239 62.39%
CYP2C9 inhibition - 0.8180 81.80%
CYP2C19 inhibition - 0.8436 84.36%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.6010 60.10%
CYP inhibitory promiscuity - 0.8534 85.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4591 45.91%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.5575 55.75%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3976 39.76%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8484 84.84%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.7563 75.63%
Acute Oral Toxicity (c) I 0.7921 79.21%
Estrogen receptor binding + 0.8579 85.79%
Androgen receptor binding + 0.6817 68.17%
Thyroid receptor binding + 0.5624 56.24%
Glucocorticoid receptor binding + 0.7219 72.19%
Aromatase binding + 0.6952 69.52%
PPAR gamma + 0.7174 71.74%
Honey bee toxicity - 0.6831 68.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9912 99.12%

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 98.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.88% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 92.36% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.29% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.11% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.90% 91.07%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.77% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.47% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.75% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.25% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.07% 90.17%
CHEMBL2581 P07339 Cathepsin D 85.98% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.12% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.04% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.57% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.33% 94.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.04% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.87% 89.00%
CHEMBL230 P35354 Cyclooxygenase-2 82.64% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.15% 91.24%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.88% 95.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.41% 89.34%

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.
Scutellaria galericulata

Cross-Links

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PubChem 78410219
LOTUS LTS0139457
wikiData Q105252118