Beilschmiedic acid E - Compound Card

Beilschmiedic acid E

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Beilschmiedic acid E

Structure
Zoomed Structure
  • Family: Plantae - Lauraceae
  • Kingdom: Plantae
  • Class: Polycyclic
Canonical Smiles CCCCCCCC[C@@H]1[C@H]2C=C[C@@H]3[C@@H]4[C@H]2[C@H]1C[C@H]4C=CC3C(=O)O
InChI InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-15-16-11-12-17-18(22(23)24)10-9-14-13-19(15)21(16)20(14)17/h9-12,14-21H,2-8,13H2,1H3,(H,23,24)/t14-,15-,16-,17+,18?,19+,20-,21-/m1/s1
InChIKey XFWHQKHISXGFRZ-HWJJLJBPSA-N
Formula C22H32O2
HBA 1
HBD 1
MW 328.5
Rotatable Bonds 8
TPSA 37.3
LogP 5.31
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 328.24
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Beilschmiedia louisii Lauraceae Plantae 88849

Showing of synonyms

  • Waleguele CC, Mba'ning BM, et al. (2020). Antiparasitic Constituents of Beilschmiedia louisii and Beilschmiedia obscura and Some Semisynthetic Derivatives (Lauraceae). Molecules. 2020, 25(12), 2862. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C12C3CC1C=CC4C2C(C3)C=CC4

Level: 0

Mol. Weight: 328.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.46
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.53
Plasma Protein Binding
81.71
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
-1.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.05
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.0
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
3.57
Micronucleos
Safe
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
0.81
Rat (Acute)
2.37
Rat (Chronic Oral)
2.56
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
411.34
Hydration Free Energy
-2.36
Log(D) at pH=7.4
4.04
Log(P)
7.22
Log S
-5.42
Log(Vapor Pressure)
-7.3
Melting Point
127.33
pKa Acid
4.65
pKa Basic
7.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8620
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8590
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8527
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8097
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8047
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7886
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7885
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7868
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7867
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7857
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7825
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7799
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7790
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7754
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7742
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7703
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7686
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7686
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7646
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7628
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7592
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7591
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7574
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7573
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7566
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7554
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7546
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7531
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.7514
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7511
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7474
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7456
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7447
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7429
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7422
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7421
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7411
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7402
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7386
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7382
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7367
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7360
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7358
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7347
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7342
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7336
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7335
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7333
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7296
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7289
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7255
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7238
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7234
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7180
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7140
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7119
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7102
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7084
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7081
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7074
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7055
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7050
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7034
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7025
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7017
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7011
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7007

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