Aurein - Compound Card

Aurein

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Aurein

Structure
Zoomed Structure
  • Family: Plantae - Magnoliaceae
  • Kingdom: Plantae
  • Class: Lignan
    • Subclass: Pyrimidine
Canonical Smiles C/C=C\1/C[C@H](C)[C@@](C)(O)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3
InChI InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14+,15+,18+/m0/s1
InChIKey HKODIGSRFALUTA-RCDLFFMESA-N
Formula C18H25NO5
HBA 6
HBD 1
MW 335.4
Rotatable Bonds 0
TPSA 76.07
LogP 1.19
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 335.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Magnolia saulangiana Magnoliaceae Plantae 3402

Showing of synonyms

  • Abdallah O. (1993). Lignans in flower buds of Magnolia saulangiana. Phytochemistry, 1993, 34(4), 1185-1187. [View]
Pubchem: 12299899
Nmrshiftdb2: 70129046
CPRiL: 427765
Structure

SMILES: C1OC(=O)CCCC(=C)C(=O)OC(C2C1=3)CCN2CC3

Level: 0

Mol. Weight: 335.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.93
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.61
Plasma Protein Binding
28.47
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-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
5.35
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.84
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.09
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
9.81
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-4.93
Rat (Acute)
3.71
Rat (Chronic Oral)
1.75
Fathead Minnow
3.94
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
376.78
Hydration Free Energy
-9.95
Log(D) at pH=7.4
1.2
Log(P)
1.21
Log S
-2.18
Log(Vapor Pressure)
-7.26
Melting Point
175.84
pKa Acid
6.81
pKa Basic
6.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9056
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8402
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8266
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8245
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8047
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7989
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7986
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7822
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7676
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7673
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7201
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7079

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