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[(2S,4aR,5R)-5-[(3aS,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] 2-acetyloxy-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 a4827dba-a5bc-47b7-b0a5-1fd448c7524c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(2S,4aR,5R)-5-[(3aS,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] 2-acetyloxy-2-methylbutanoate
SMILES (Canonical) CCC(C)(C(=O)OC1C(CC2C(C(=CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5C=COC5O4)O)OC(=O)C
SMILES (Isomeric) CCC(C)(C(=O)O[C@H]1C(C[C@@H]2[C@@](C(=CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)C4C[C@H]5C=CO[C@H]5O4)O)OC(=O)C
InChI InChI=1S/C31H42O12/c1-8-28(6,43-19(5)34)27(36)42-25-21(35)13-22-29(7,23-12-20-9-10-37-26(20)41-23)16(2)11-24(40-18(4)33)30(22,14-38-17(3)32)31(25)15-39-31/h9-11,20-26,35H,8,12-15H2,1-7H3/t20-,21?,22-,23?,24?,25+,26+,28?,29+,30?,31?/m1/s1
InChI Key NXKWGKNTUFLKGN-WSWVOMASSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O12
Molecular Weight 606.70 g/mol
Exact Mass 606.26762677 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4aR,5R)-5-[(3aS,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] 2-acetyloxy-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 + 0.9862 98.62%
Caco-2 - 0.7885 78.85%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7402 74.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8316 83.16%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.8296 82.96%
P-glycoprotein substrate + 0.7239 72.39%
CYP3A4 substrate + 0.7259 72.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8643 86.43%
CYP3A4 inhibition + 0.5432 54.32%
CYP2C9 inhibition - 0.7852 78.52%
CYP2C19 inhibition - 0.8106 81.06%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.7460 74.60%
CYP inhibitory promiscuity - 0.7852 78.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4580 45.80%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.5248 52.48%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4575 45.75%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6694 66.94%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5496 54.96%
Acute Oral Toxicity (c) I 0.6482 64.82%
Estrogen receptor binding + 0.7740 77.40%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding - 0.4878 48.78%
Glucocorticoid receptor binding + 0.7924 79.24%
Aromatase binding + 0.7172 71.72%
PPAR gamma + 0.7244 72.44%
Honey bee toxicity - 0.7093 70.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9937 99.37%

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 98.30% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.67% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.06% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.88% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.21% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.61% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.44% 97.79%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.53% 97.47%
CHEMBL340 P08684 Cytochrome P450 3A4 88.48% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.24% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.64% 85.14%
CHEMBL5028 O14672 ADAM10 85.77% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.58% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.56% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.27% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.22% 97.21%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.95% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.72% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.46% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.01% 96.47%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.79% 97.36%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 81.18% 93.85%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.21% 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.
Aquilaria malaccensis
Clerodendrum trichotomum
Dodonaea viscosa

Cross-Links

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PubChem 5315968
NPASS NPC41655