Beilschmiedic acid B - Compound Card

Beilschmiedic acid B

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Beilschmiedic acid B

Structure
Zoomed Structure
  • Family: Plantae - Lauraceae
  • Kingdom: Plantae
  • Class: Fatty Acid
    • Subclass: Polycyclic Fatty Acid
Canonical Smiles CCCCCCCC[C@@H]1[C@H]2C=C[C@@]3([C@@H]4[C@H]2[C@H]1C[C@H]4[C@@H](O)C=C3C(=O)O)O
InChI InChI=1S/C22H32O4/c1-2-3-4-5-6-7-8-13-14-9-10-22(26)17(21(24)25)12-18(23)16-11-15(13)19(14)20(16)22/h9-10,12-16,18-20,23,26H,2-8,11H2,1H3,(H,24,25)/t13-,14-,15+,16+,18+,19-,20+,22-/m1/s1
InChIKey QDCDHKOPSMMVOJ-ODYGKIDGSA-N
Formula C22H32O4
HBA 3
HBD 3
MW 360.49
Rotatable Bonds 8
TPSA 77.76
LogP 3.54
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 360.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Beilschmiedia anacardioides Lauraceae Plantae 88849

Showing of synonyms

  • Chouna JR, Nkeng-Efouet PA, et al. (2009). Antibacterial endiandric acid derivatives from Beilschmiedia anacardioides.. Phytochemistry,2009, 70(5), 684-688. [View] [PubMed]
Pubchem: 42646923
Nmrshiftdb2: 70054965

No compound-protein relationship available.

Structure

SMILES: C12C3CC1C=CC4C2C(C3)CC=C4

Level: 0

Mol. Weight: 360.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.75
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.36
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.17
Plasma Protein Binding
81.62
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
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.78
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.2
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
3.28
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
-2.75
Rat (Acute)
2.48
Rat (Chronic Oral)
2.93
Fathead Minnow
3.89
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
379.59
Hydration Free Energy
-6.69
Log(D) at pH=7.4
2.43
Log(P)
4.83
Log S
-4.43
Log(Vapor Pressure)
-9.67
Melting Point
136.62
pKa Acid
3.45
pKa Basic
5.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8738
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.8333
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7648
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7379
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7154

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