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[(3S,3aS,6aS,9S,10R,10aR)-4-formyl-3,10-dihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-9-yl] (2R)-2-acetyloxydecanoate

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 7ca28efd-2aa9-4d7b-8ae8-7327641c340e
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(3S,3aS,6aS,9S,10R,10aR)-4-formyl-3,10-dihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-9-yl] (2R)-2-acetyloxydecanoate
SMILES (Canonical) CCCCCCCCC(C(=O)OC1CC(C2CC=C(C3C2(C1O)C(=O)OC3O)C=O)(C)C)OC(=O)C
SMILES (Isomeric) CCCCCCCC[C@H](C(=O)O[C@H]1CC([C@@H]2CC=C([C@H]3[C@]2([C@H]1O)C(=O)O[C@@H]3O)C=O)(C)C)OC(=O)C
InChI InChI=1S/C27H40O9/c1-5-6-7-8-9-10-11-18(34-16(2)29)23(31)35-19-14-26(3,4)20-13-12-17(15-28)21-24(32)36-25(33)27(20,21)22(19)30/h12,15,18-22,24,30,32H,5-11,13-14H2,1-4H3/t18-,19+,20+,21-,22+,24+,27-/m1/s1
InChI Key AXAFCVAELSOPHP-LFCMEJNJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H40O9
Molecular Weight 508.60 g/mol
Exact Mass 508.26723285 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aS,6aS,9S,10R,10aR)-4-formyl-3,10-dihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-9-yl] (2R)-2-acetyloxydecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.7534 75.34%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7689 76.89%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8582 85.82%
OATP1B3 inhibitior - 0.2832 28.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8688 86.88%
P-glycoprotein inhibitior + 0.7133 71.33%
P-glycoprotein substrate + 0.5674 56.74%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition + 0.6635 66.35%
CYP2C9 inhibition - 0.6035 60.35%
CYP2C19 inhibition - 0.6244 62.44%
CYP2D6 inhibition - 0.9216 92.16%
CYP1A2 inhibition - 0.6675 66.75%
CYP2C8 inhibition + 0.5534 55.34%
CYP inhibitory promiscuity - 0.6336 63.36%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5540 55.40%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9353 93.53%
Skin irritation + 0.5761 57.61%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5637 56.37%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5164 51.64%
skin sensitisation - 0.8299 82.99%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.8152 81.52%
Acute Oral Toxicity (c) III 0.3321 33.21%
Estrogen receptor binding + 0.7026 70.26%
Androgen receptor binding + 0.6737 67.37%
Thyroid receptor binding - 0.5859 58.59%
Glucocorticoid receptor binding + 0.7212 72.12%
Aromatase binding + 0.5275 52.75%
PPAR gamma + 0.5539 55.39%
Honey bee toxicity - 0.8037 80.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7460 74.60%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.63% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.47% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.22% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.65% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 91.75% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.90% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.01% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 88.81% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.76% 95.56%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 86.37% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.92% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.78% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.66% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.51% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.38% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.14% 90.08%
CHEMBL221 P23219 Cyclooxygenase-1 83.66% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.36% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.61% 97.29%
CHEMBL5255 O00206 Toll-like receptor 4 82.05% 92.50%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.10% 91.81%
CHEMBL3401 O75469 Pregnane X receptor 80.83% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.09% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.05% 92.86%

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 71747763
LOTUS LTS0038845
wikiData Q77424215