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[(3S,4R,4aR,5S,7R,8S)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

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 6edc1d4a-a3c2-42f1-8833-2eaf4d8818db
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(3S,4R,4aR,5S,7R,8S)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
SMILES (Canonical) CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)O)CCC(C25CO5)OC(=O)C)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2(C([C@@]1(C)[C@@H]3C[C@H]4C[C@@H](O[C@H]4O3)O)CC[C@@H]([C@]25CO5)OC(=O)C)COC(=O)C)OC(=O)C
InChI InChI=1S/C26H38O10/c1-13-8-21(34-16(4)29)25(11-31-14(2)27)18(6-7-19(33-15(3)28)26(25)12-32-26)24(13,5)20-9-17-10-22(30)36-23(17)35-20/h13,17-23,30H,6-12H2,1-5H3/t13-,17+,18?,19+,20+,21+,22-,23-,24+,25+,26-/m1/s1
InChI Key CVAFGEMJUHEQAJ-NLUXBVBPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O10
Molecular Weight 510.60 g/mol
Exact Mass 510.24649740 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,4aR,5S,7R,8S)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9500 95.00%
Caco-2 - 0.7237 72.37%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8011 80.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9077 90.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7879 78.79%
P-glycoprotein inhibitior + 0.6275 62.75%
P-glycoprotein substrate - 0.5217 52.17%
CYP3A4 substrate + 0.6783 67.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8667 86.67%
CYP3A4 inhibition - 0.6005 60.05%
CYP2C9 inhibition - 0.7650 76.50%
CYP2C19 inhibition - 0.8082 80.82%
CYP2D6 inhibition - 0.9537 95.37%
CYP1A2 inhibition - 0.9288 92.88%
CYP2C8 inhibition + 0.5546 55.46%
CYP inhibitory promiscuity - 0.9320 93.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5122 51.22%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9152 91.52%
Skin irritation - 0.6165 61.65%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5091 50.91%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6108 61.08%
skin sensitisation - 0.9180 91.80%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.6002 60.02%
Estrogen receptor binding + 0.8746 87.46%
Androgen receptor binding + 0.6575 65.75%
Thyroid receptor binding - 0.4932 49.32%
Glucocorticoid receptor binding + 0.7012 70.12%
Aromatase binding + 0.7452 74.52%
PPAR gamma + 0.7660 76.60%
Honey bee toxicity - 0.7543 75.43%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5887 58.87%
Fish aquatic toxicity + 0.9605 96.05%

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 98.70% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.18% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.24% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.21% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.98% 96.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.95% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.56% 92.94%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.47% 89.05%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.69% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.79% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.26% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 86.12% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 85.11% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.84% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.87% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.53% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.93% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.74% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.74% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.62% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.52% 91.24%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.62% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.76% 100.00%

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.
Volkameria inermis

Cross-Links

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PubChem 163187943
LOTUS LTS0158785
wikiData Q104970604