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[(1R,2S,4R,5S,6R,8R,10R,11R)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 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 2fd99f34-8495-485c-b8c8-228b95a2a0bd
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [(1R,2S,4R,5S,6R,8R,10R,11R)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C23C(CC(O1)CC24CO4)C(C(CC3OC(=O)C)C)(C)C5CC6C=COC6O5
SMILES (Isomeric) CCC(C)C(=O)O[C@@H]1[C@@]23[C@H](C[C@@H](O1)C[C@]24CO4)[C@@]([C@@H](C[C@@H]3OC(=O)C)C)(C)[C@@H]5C[C@H]6C=CO[C@H]6O5
InChI InChI=1S/C27H38O8/c1-6-14(2)22(29)35-24-27-19(11-18(33-24)12-26(27)13-31-26)25(5,15(3)9-21(27)32-16(4)28)20-10-17-7-8-30-23(17)34-20/h7-8,14-15,17-21,23-24H,6,9-13H2,1-5H3/t14?,15-,17-,18-,19-,20+,21+,23+,24-,25+,26+,27+/m1/s1
InChI Key BZJWWLQUDLNCGD-FIDUUCBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O8
Molecular Weight 490.60 g/mol
Exact Mass 490.25666817 g/mol
Topological Polar Surface Area (TPSA) 92.80 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.72
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4R,5S,6R,8R,10R,11R)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 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 + 0.9913 99.13%
Caco-2 - 0.7267 72.67%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7333 73.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8425 84.25%
OATP1B3 inhibitior + 0.8845 88.45%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7034 70.34%
P-glycoprotein inhibitior + 0.6066 60.66%
P-glycoprotein substrate + 0.5735 57.35%
CYP3A4 substrate + 0.6921 69.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.6827 68.27%
CYP2C9 inhibition - 0.7931 79.31%
CYP2C19 inhibition - 0.7622 76.22%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.8720 87.20%
CYP2C8 inhibition + 0.6276 62.76%
CYP inhibitory promiscuity - 0.6037 60.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6099 60.99%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.9103 91.03%
Skin irritation - 0.6966 69.66%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4603 46.03%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8154 81.54%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5619 56.19%
Acute Oral Toxicity (c) I 0.3768 37.68%
Estrogen receptor binding + 0.8825 88.25%
Androgen receptor binding + 0.6862 68.62%
Thyroid receptor binding + 0.5220 52.20%
Glucocorticoid receptor binding + 0.7566 75.66%
Aromatase binding + 0.7305 73.05%
PPAR gamma + 0.7371 73.71%
Honey bee toxicity - 0.7423 74.23%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9953 99.53%

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 98.57% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.15% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.33% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.44% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.29% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.28% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.42% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.79% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.07% 97.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.63% 96.77%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.54% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.29% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.19% 82.69%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.98% 89.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.84% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.89% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.55% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.95% 94.33%
CHEMBL2996 Q05655 Protein kinase C delta 82.65% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.17% 91.07%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.15% 97.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.69% 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.
Scutellaria albida
Scutellaria caucasica
Scutellaria columnae

Cross-Links

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PubChem 101993106
LOTUS LTS0000671
wikiData Q104950502