Decaline

Details

Top
Internal ID 1160ea9a-87fe-43c2-bbea-d88e98674e67
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (9S,15S,17S)-5,6-dimethoxy-2,18-dioxa-10-azapentacyclo[20.2.2.19,17.03,8.010,15]heptacosa-1(24),3,5,7,22,25-hexaen-19-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C3CC(CC4N3CCCC4)OC(=O)CCC5=CC=C(O2)C=C5)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)[C@@H]3C[C@H](C[C@H]4N3CCCC4)OC(=O)CCC5=CC=C(O2)C=C5)OC
InChI InChI=1S/C26H31NO5/c1-29-24-15-21-22-14-20(13-18-5-3-4-12-27(18)22)32-26(28)11-8-17-6-9-19(10-7-17)31-23(21)16-25(24)30-2/h6-7,9-10,15-16,18,20,22H,3-5,8,11-14H2,1-2H3/t18-,20-,22-/m0/s1
InChI Key PXXNTAGJWPJAGM-VCOUNFBDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H31NO5
Molecular Weight 437.50 g/mol
Exact Mass 437.22022309 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.04
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
14727-56-1
(12S,14S,19AS)-24,25-dimethoxy-11,13,14,16,17,18,19,19a-octahydro-12H-3,8-dioxa-1(4,2)-quinolizina-2(1,2),4(1,4)-dibenzenacyclooctaphan-7-one
(12S,19aS)-24,25-dimethoxy-11,13,14,16,17,18,19,19a-octahydro-12H-3,8-dioxa-1(4,2)-quinolizina-2(1,2)-benzena-4(1,4)-cyclohexanacyclooctaphan-7-one
starbld0040944
SCHEMBL22723
CHEBI:4345
DTXSID00933086
AKOS040751471
6,9-etheno-14,21-methano-12H,14H,21H-pyrido(2,1-l)(1,9,13)benzodioxaazacyclohexadecin-12-one, 10,11,15,15a,16,17,18,19-octahydro-2,3-dimethoxy-, (14S-(14R*,15aR*,21R*))-
Q27106344
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Decaline

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9026 90.26%
Caco-2 + 0.6755 67.55%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6691 66.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8885 88.85%
OATP1B3 inhibitior + 0.9335 93.35%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9935 99.35%
P-glycoprotein inhibitior + 0.9354 93.54%
P-glycoprotein substrate - 0.5082 50.82%
CYP3A4 substrate + 0.6632 66.32%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate + 0.5000 50.00%
CYP3A4 inhibition - 0.7978 79.78%
CYP2C9 inhibition - 0.9281 92.81%
CYP2C19 inhibition - 0.5653 56.53%
CYP2D6 inhibition - 0.6230 62.30%
CYP1A2 inhibition + 0.6843 68.43%
CYP2C8 inhibition - 0.6261 62.61%
CYP inhibitory promiscuity - 0.7454 74.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6130 61.30%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9687 96.87%
Skin irritation - 0.8204 82.04%
Skin corrosion - 0.9668 96.68%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8479 84.79%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5395 53.95%
skin sensitisation - 0.8836 88.36%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4930 49.30%
Acute Oral Toxicity (c) III 0.7153 71.53%
Estrogen receptor binding - 0.4819 48.19%
Androgen receptor binding + 0.6734 67.34%
Thyroid receptor binding - 0.5076 50.76%
Glucocorticoid receptor binding + 0.7743 77.43%
Aromatase binding - 0.5614 56.14%
PPAR gamma - 0.6719 67.19%
Honey bee toxicity - 0.8090 80.90%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.7424 74.24%

Targets

Top

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 95.81% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.83% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.62% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.50% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.26% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.47% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.21% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.18% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.22% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.09% 90.24%
CHEMBL2535 P11166 Glucose transporter 86.86% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.15% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.13% 97.25%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.89% 94.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.84% 93.04%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.07% 99.18%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.76% 90.95%
CHEMBL4208 P20618 Proteasome component C5 82.80% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.59% 97.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.85% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.52% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.24% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.18% 93.99%
CHEMBL1902 P62942 FK506-binding protein 1A 81.08% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.85% 99.23%

Plants that contains it

Top
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.
Decodon verticillatus

Cross-Links

Top
PubChem 167158
LOTUS LTS0116642
wikiData Q27106344