7-methoxy-O-methyllycorenine - Compound Card

7-methoxy-O-methyllycorenine

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7-methoxy-O-methyllycorenine

Structure
Zoomed Structure
  • Family: Plantae - Amaryllidaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles CO[C@H]1O[C@@H]2CC=C3[C@H](C2c2c1c(OC)c(c(c2)OC)OC)NCC3
InChI InChI=1S/C19H25NO5/c1-21-13-9-11-14-12(6-5-10-7-8-20-16(10)14)25-19(24-4)15(11)18(23-3)17(13)22-2/h5,9,12,14,16,19-20H,6-8H2,1-4H3/t12-,14?,16-,19+/m1/s1
InChIKey OHDAQUSRJDCXLT-VNBWENANSA-N
Formula C19H25NO5
HBA 6
HBD 1
MW 347.41
Rotatable Bonds 4
TPSA 58.18
LogP 2.53
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 347.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Zephyranthes candida Amaryllidaceae Plantae 82257

Showing of synonyms

  • Shawky E, El Sohafy S.M, et al. (2021). Profiling of acetylcholinesterase inhibitory alkaloids from some Crinum, Habranthus and Zephyranthes species by GC–MS combined with multivariate analyses and in silico studies.. Nat Prod Res, 2021, 35(5), 807-814.. [View] [PubMed]
Pubchem: 102125342

No compound-protein relationship available.

Structure

SMILES: C1CNC(C1=2)C3c4c(cccc4)COC3CC2

Level: 0

Mol. Weight: 347.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.700
Plasma Protein Binding
22.68
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
4.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.730
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.200
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
10.390
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-10.160
Rat (Acute)
2.860
Rat (Chronic Oral)
1.520
Fathead Minnow
4.290
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
380.760
Hydration Free Energy
-8.070
Log(D) at pH=7.4
1.670
Log(P)
1.54
Log S
-1.27
Log(Vapor Pressure)
-6.76
Melting Point
145.22
pKa Acid
11.0
pKa Basic
7.82
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9285
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9223
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7773
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7459
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7444
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7208
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7171
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7095
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7018

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