Beilschmiedic acid D - Compound Card

Beilschmiedic acid D

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Beilschmiedic acid D

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]4CC=C3C(=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/h10-12,14-17,19-21H,2-9,13H2,1H3,(H,23,24)/t14-,15-,16-,17+,19+,20-,21-/m1/s1
InChIKey SIZPQNDPGQODBP-JUDQQAKESA-N
Formula C22H32O2
HBA 1
HBD 1
MW 328.5
Rotatable Bonds 8
TPSA 37.3
LogP 5.45
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]
Pubchem: 163057499
Nmrshiftdb2: 70088998

No compound-protein relationship available.

Structure

SMILES: C12C3CC1C=CC4C2C(C3)CC=C4

Level: 0

Mol. Weight: 328.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.47
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.5
Plasma Protein Binding
83.63
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
-0.98
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.85
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.51
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
3.63
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
0.52
Rat (Acute)
2.27
Rat (Chronic Oral)
2.59
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
414.46
Hydration Free Energy
-2.52
Log(D) at pH=7.4
3.96
Log(P)
7.2
Log S
-5.37
Log(Vapor Pressure)
-7.12
Melting Point
127.72
pKa Acid
4.9
pKa Basic
7.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9199
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9182
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8839
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8447
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8444
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8125
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8091
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.8003
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7974
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7916
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7900
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7805
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7796
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7774
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7769
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7766
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7739
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7684
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7683
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7678
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7675
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7664
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7621
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 3 0.7603
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7603
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7583
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7574
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7553
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7535
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7533
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7476
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7459
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7456
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7455
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7438
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7432
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7419
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7408
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7408
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7383
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7371
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7356
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7325
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7324
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7293
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7284
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7273
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7271
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7269
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7254
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7238
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7236
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7233
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7223
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7211
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7207
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7197
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7188
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7175
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7173
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7168
Farnesyl pyrophosphate synthase, putative A5K4U6 A5K4U6_PLAVS Plasmodium vivax 3 0.7164
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7135
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7130
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7120
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7105
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7097
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7079
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7073
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7043
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7041
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7027
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7003

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