PlantaeDB Logo
Login Sign-up

(9S,15R,17S)-6-hydroxy-5-methoxy-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

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

Top
Internal ID a5b3fb14-7982-4f64-8851-d72bb80a357b
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (9S,15R,17S)-6-hydroxy-5-methoxy-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=C2C3CC(CC4N3CCCC4)OC(=O)CCC5=CC=C(C=C5)OC2=C1)O
SMILES (Isomeric) COC1=C(C=C2[C@@H]3C[C@H](C[C@@H]4N3CCCC4)OC(=O)CCC5=CC=C(C=C5)OC2=C1)O
InChI InChI=1S/C25H29NO5/c1-29-24-15-23-20(14-22(24)27)21-13-19(12-17-4-2-3-11-26(17)21)31-25(28)10-7-16-5-8-18(30-23)9-6-16/h5-6,8-9,14-15,17,19,21,27H,2-4,7,10-13H2,1H3/t17-,19+,21+/m1/s1
InChI Key BNZQLMXVMRJEMM-LMNJBCLMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H29NO5
Molecular Weight 423.50 g/mol
Exact Mass 423.20457303 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.74
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (9S,15R,17S)-6-hydroxy-5-methoxy-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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8936 89.36%
Caco-2 - 0.5314 53.14%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7610 76.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8853 88.53%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9897 98.97%
P-glycoprotein inhibitior + 0.8275 82.75%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6690 66.90%
CYP2C9 substrate - 0.8070 80.70%
CYP2D6 substrate + 0.4725 47.25%
CYP3A4 inhibition - 0.8678 86.78%
CYP2C9 inhibition - 0.9367 93.67%
CYP2C19 inhibition - 0.6639 66.39%
CYP2D6 inhibition - 0.6395 63.95%
CYP1A2 inhibition + 0.7124 71.24%
CYP2C8 inhibition + 0.4586 45.86%
CYP inhibitory promiscuity - 0.8796 87.96%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5813 58.13%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9638 96.38%
Skin irritation - 0.7988 79.88%
Skin corrosion - 0.9651 96.51%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7002 70.02%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5395 53.95%
skin sensitisation - 0.8838 88.38%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6186 61.86%
Acute Oral Toxicity (c) III 0.7459 74.59%
Estrogen receptor binding + 0.6895 68.95%
Androgen receptor binding + 0.6527 65.27%
Thyroid receptor binding - 0.5182 51.82%
Glucocorticoid receptor binding + 0.7522 75.22%
Aromatase binding + 0.5781 57.81%
PPAR gamma - 0.6656 66.56%
Honey bee toxicity - 0.8314 83.14%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5651 56.51%
Fish aquatic toxicity - 0.3743 37.43%

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 97.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.85% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.35% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.31% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.90% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.63% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.06% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.76% 90.71%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.54% 93.40%
CHEMBL2535 P11166 Glucose transporter 87.15% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.06% 99.23%
CHEMBL4208 P20618 Proteasome component C5 86.73% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.14% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.95% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.79% 93.04%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.61% 90.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.51% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.23% 97.25%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.22% 89.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.41% 93.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.31% 92.62%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.55% 94.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.31% 89.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 80.57% 82.67%

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 163048823
LOTUS LTS0037820
wikiData Q104939118