Beilschmiedol B - Compound Card

Beilschmiedol B

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Beilschmiedol B

Structure
Zoomed Structure
  • Family: Plantae - Lauraceae
  • Kingdom: Plantae
  • Class: Polycyclic
Canonical Smiles CCCCCCCCC[C@@H]1[C@H]2C=C[C@@H]3[C@@H]4[C@H]2[C@H]1C[C@H]4C=CC3CO
InChI InChI=1S/C23H36O/c1-2-3-4-5-6-7-8-9-19-20-13-12-18-17(15-24)11-10-16-14-21(19)23(20)22(16)18/h10-13,16-24H,2-9,14-15H2,1H3/t16-,17?,18+,19-,20-,21+,22-,23-/m1/s1
InChIKey QUVKXIDZCHHZCG-RCXQSEPCSA-N
Formula C23H36O
HBA 1
HBD 1
MW 328.54
Rotatable Bonds 9
TPSA 20.23
LogP 5.61
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 328.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Beilschmiedia obscura 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: 328.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.31
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.83
Plasma Protein Binding
74.59
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
7.69
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.54
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.72
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.7
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
Toxic
T. Pyriformis
0.97
Rat (Acute)
2.07
Rat (Chronic Oral)
2.23
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
390.07
Hydration Free Energy
-3.4
Log(D) at pH=7.4
6.04
Log(P)
7.82
Log S
-6.13
Log(Vapor Pressure)
-6.3
Melting Point
82.27
pKa Acid
10.99
pKa Basic
6.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.9293
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.9272
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.9260
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9191
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9117
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.9087
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9031
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8960
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8912
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8843
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8778
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8740
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8512
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8429
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8409
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8391
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8351
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8232
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8222
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8199
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8177
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8138
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8123
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8104
Peridinin-chlorophyll a protein, high-salt form O76183 O76183_AMPCA Amphidinium carterae 3 0.8088
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8061
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8059
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8047
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8044
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8030
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8012
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7996
Beta-elicitin cinnamomin P15569 ELIB_PHYCI Phytophthora cinnamomi 4 0.7974
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7955
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7950
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7924
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7836
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7818
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7814
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7810
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7801
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7801
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7799
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7798
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7796
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7792
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7789
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7787
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7787
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7766
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7748
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7745
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7737
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7735
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7729
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7725
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7724
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7723
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7723
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7720
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7716
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7710
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7708
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7708
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7702
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7700
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7699
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7697
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7695
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7694
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7693
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7690
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7678
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7675
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7674
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7674
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7672
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7671
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7668
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7667
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7657
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7648
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7639
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7614
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7613
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7605
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7604
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7596
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7595
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7594
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7590
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7585
Cholesterol side-chain cleavage enzyme, mitochondrial P00189 CP11A_BOVIN Bos taurus 3 0.7581
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7580
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7577
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7574
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7570
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7567
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7554
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7537
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7528
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7527
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7518
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7518
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7514
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7506
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7490
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7484
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7481
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7480
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7477
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7433
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7433
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7428
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7416
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7415
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7402
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7374
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7373
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7368
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7362
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7349
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7337
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7337
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7332
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7326
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7316
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7291
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7274
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7270
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7249
Vitamin D3 receptor P11473 VDR_HUMAN Homo sapiens 3 0.7247
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7246
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7240
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7227
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7222
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7217
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7209
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7203
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7202
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7190
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7185
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7176
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7153
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7131
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7131
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7124
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7116
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7102
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7102
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7085
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7068
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7048
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7036
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7031
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7021

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