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14,15-Dihydroclerodin

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 4c44d0e3-52cf-4eb3-a49d-c7e06851742d
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [(4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-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)C3CC4CCOC4O3)CCCC25CO5)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4CCO[C@H]4O3)CCC[C@]25CO5)COC(=O)C)OC(=O)C
InChI InChI=1S/C24H36O7/c1-14-10-20(30-16(3)26)24(13-28-15(2)25)18(6-5-8-23(24)12-29-23)22(14,4)19-11-17-7-9-27-21(17)31-19/h14,17-21H,5-13H2,1-4H3/t14-,17-,18-,19+,20+,21+,22+,23+,24+/m1/s1
InChI Key GLFMZGODSSXZRK-NVSXQWMQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H36O7
Molecular Weight 436.50 g/mol
Exact Mass 436.24610348 g/mol
Topological Polar Surface Area (TPSA) 83.60 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.23
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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Dihydroclerodin I
CHEBI:67464
Q27135931
[(4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-5,6-dimethyloctahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate

2D Structure

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2D Structure of 14,15-Dihydroclerodin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.5654 56.54%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7952 79.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9664 96.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.4700 47.00%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6382 63.82%
CYP3A4 substrate + 0.6899 68.99%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8627 86.27%
CYP3A4 inhibition - 0.7702 77.02%
CYP2C9 inhibition - 0.7470 74.70%
CYP2C19 inhibition - 0.7409 74.09%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.6268 62.68%
CYP inhibitory promiscuity - 0.8507 85.07%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5741 57.41%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.8625 86.25%
Skin irritation - 0.7391 73.91%
Skin corrosion - 0.9152 91.52%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5793 57.93%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6226 62.26%
skin sensitisation - 0.8923 89.23%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.5307 53.07%
Acute Oral Toxicity (c) III 0.4383 43.83%
Estrogen receptor binding + 0.8853 88.53%
Androgen receptor binding + 0.6349 63.49%
Thyroid receptor binding + 0.5828 58.28%
Glucocorticoid receptor binding + 0.7314 73.14%
Aromatase binding + 0.7553 75.53%
PPAR gamma + 0.7510 75.10%
Honey bee toxicity - 0.7735 77.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5187 51.87%
Fish aquatic toxicity + 0.9852 98.52%

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 98.20% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.83% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.27% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.30% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.98% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.21% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.79% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.79% 92.94%
CHEMBL2581 P07339 Cathepsin D 89.57% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.14% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.74% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.10% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.22% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.00% 97.28%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.65% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.04% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.33% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.36% 92.62%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.38% 98.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.33% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.20% 100.00%
CHEMBL5028 O14672 ADAM10 81.94% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.22% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.46% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.33% 91.07%

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.
Ajuga parviflora
Scutellaria discolor

Cross-Links

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PubChem 11812163
NPASS NPC237970
LOTUS LTS0123309
wikiData Q27135931