11-methyoxylettowianthine - Compound Card

11-methyoxylettowianthine

Select a section from the left sidebar

11-methyoxylettowianthine

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Aporphinoid Alkaloid
Canonical Smiles COc1cccc2c1c1c3OCOc3cc3c1c1c2c(=O)c(=O)n1cc3
InChI InChI=1S/C20H11NO5/c1-24-11-4-2-3-10-14(11)16-13-9(7-12-19(16)26-8-25-12)5-6-21-17(13)15(10)18(22)20(21)23/h2-7H,8H2,1H3
InChIKey OQTKSRAEATWRGC-UHFFFAOYSA-N
Formula C20H11NO5
HBA 6
HBD 0
MW 345.31
Rotatable Bonds 1
TPSA 66.76
LogP 2.71
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.1
Exact Mass 345.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lettowianthus stellatus Annonaceae Plantae 489335
2 Lettowianthus stellatus Annonaceae Plantae 489335

Showing of synonyms

  • Nkunya MH, Jonker SA, et al. (2000). Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry,2000,53(8),1067-1073. [View] [PubMed]
  • Nkunya MH, Jonker SA, et al. (2000). Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry,2000, 53(8), 1067-73. [View] [PubMed]
Pubchem: 102369815
Nmrshiftdb2: 60077869

No compound-protein relationship available.

Structure

SMILES: c1cccc2c1c(c3c4c25)c6c(OCO6)cc3ccn4c(=O)c5=O

Level: 0

Mol. Weight: 345.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.54
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.110
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.98

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.270
Plasma Protein Binding
68.79
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.050
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.350
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.020
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.130
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-8.720
Rat (Acute)
1.930
Rat (Chronic Oral)
2.060
Fathead Minnow
5.310
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
577.010
Hydration Free Energy
-6.340
Log(D) at pH=7.4
3.730
Log(P)
1.96
Log S
-5.45
Log(Vapor Pressure)
-8.72
Melting Point
290.34
pKa Acid
5.74
pKa Basic
3.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.9394
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.9394
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9226
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9226
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9045
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9045
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8984
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8984
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8949
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8949
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8914
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8914
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8882
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8882
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8847
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8847
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8847
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8847
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8841
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8841
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8709
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8709
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8587
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8587
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8562
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8562
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8461
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8461
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8252
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8252
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8220
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8220
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8219
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8219
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8216
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8216
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8197
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8197
Adenosine deaminase P56658 ADA_BOVIN Bos taurus 4 0.8176
Adenosine deaminase P56658 ADA_BOVIN Bos taurus 4 0.8176
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.8163
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.8163
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8126
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8126
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7946
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7946
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7881
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7881
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7841
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7841
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7802
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7802
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7780
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7780
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7681
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7681
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7680
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7680
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7669
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7669
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7659
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7659
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 4 0.7634
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 4 0.7634
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7633
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7633
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7618
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7618
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7602
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7602
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7599
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7599
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7594
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7594
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7593
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7593
Casein kinase I homolog 1 P40233 CKI1_SCHPO Schizosaccharomyces pombe 4 0.7574
Casein kinase I homolog 1 P40233 CKI1_SCHPO Schizosaccharomyces pombe 4 0.7574
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7570
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7570
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7563
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7563
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7558
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7558
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7549
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7549
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7545
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7545
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7535
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7535
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7525
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7525
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7523
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7523
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7518
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7518
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7497
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7497
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7490
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7490
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7413
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7413
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7399
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7399
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7347
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7347
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7319
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7319
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7317
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7317
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7286
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7286
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7267
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7267
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7260
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7260
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7244
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7244
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7222
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7222
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7203
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7203
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7194
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7194
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7157
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7157
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7145
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7145
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7136
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7136
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7108
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7108
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7094
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7094
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7083
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7083
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7080
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7080
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7069
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7069
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7067
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7067
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7062
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7062
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7055
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7055
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7045
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7045

Download SDF