[(1S,2S,4R,5S,6R,8S,10S,11R)-5-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-10-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-2-yl] acetate

Details

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Internal ID d1583470-3a7e-4929-9971-a2fde4096469
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [(1S,2S,4R,5S,6R,8S,10S,11R)-5-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-10-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-2-yl] acetate
SMILES (Canonical) CC1CC(C23C(C1(C)C4CC5CC(OC5O4)O)CC(CC26CO6)OC3O)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]23[C@@H]([C@@]1(C)[C@@H]4C[C@H]5C[C@@H](O[C@H]5O4)O)C[C@@H](C[C@]26CO6)O[C@@H]3O)OC(=O)C
InChI InChI=1S/C22H32O8/c1-10-4-16(27-11(2)23)22-14(7-13(28-19(22)25)8-21(22)9-26-21)20(10,3)15-5-12-6-17(24)30-18(12)29-15/h10,12-19,24-25H,4-9H2,1-3H3/t10-,12+,13+,14-,15+,16+,17-,18-,19+,20+,21+,22-/m1/s1
InChI Key VNNHJRDFAKPJHC-DXLQPWSISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O8
Molecular Weight 424.50 g/mol
Exact Mass 424.20971797 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4R,5S,6R,8S,10S,11R)-5-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-10-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9623 96.23%
Caco-2 - 0.6461 64.61%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7438 74.38%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.9067 90.67%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6267 62.67%
P-glycoprotein inhibitior - 0.7228 72.28%
P-glycoprotein substrate - 0.5508 55.08%
CYP3A4 substrate + 0.6705 67.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8655 86.55%
CYP3A4 inhibition - 0.7397 73.97%
CYP2C9 inhibition - 0.8395 83.95%
CYP2C19 inhibition - 0.8674 86.74%
CYP2D6 inhibition - 0.9402 94.02%
CYP1A2 inhibition - 0.8631 86.31%
CYP2C8 inhibition + 0.4715 47.15%
CYP inhibitory promiscuity - 0.9068 90.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5830 58.30%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8872 88.72%
Skin irritation - 0.6845 68.45%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6580 65.80%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.7262 72.62%
Acute Oral Toxicity (c) I 0.6121 61.21%
Estrogen receptor binding + 0.8443 84.43%
Androgen receptor binding + 0.6104 61.04%
Thyroid receptor binding + 0.6525 65.25%
Glucocorticoid receptor binding + 0.6815 68.15%
Aromatase binding + 0.7735 77.35%
PPAR gamma + 0.6387 63.87%
Honey bee toxicity - 0.7197 71.97%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5432 54.32%
Fish aquatic toxicity + 0.9558 95.58%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.64% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.75% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.06% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.51% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.28% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.95% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.69% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.54% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.43% 96.95%
CHEMBL2581 P07339 Cathepsin D 81.07% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.05% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.00% 91.24%

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

Cross-Links

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PubChem 162984411
LOTUS LTS0216523
wikiData Q105289747