Beilschmiedol C - Compound Card

Beilschmiedol C

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Beilschmiedol C

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]4CC=C3CO
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/h11-13,16,18-24H,2-10,14-15H2,1H3/t16-,18+,19-,20-,21+,22-,23-/m1/s1
InChIKey KSOURQBIBUXBTP-RGWFWLNISA-N
Formula C23H36O
HBA 1
HBD 1
MW 328.54
Rotatable Bonds 9
TPSA 20.23
LogP 5.75
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)CC=C4

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
-4.27
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.82
Plasma Protein Binding
74.8
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.18
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.4
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.3
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.76
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
1.09
Rat (Acute)
2.15
Rat (Chronic Oral)
2.3
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
393.12
Hydration Free Energy
-3.6
Log(D) at pH=7.4
5.8
Log(P)
7.54
Log S
-6.05
Log(Vapor Pressure)
-6.41
Melting Point
84.76
pKa Acid
11.05
pKa Basic
7.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9531
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9236
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9196
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9135
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.9089
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.9086
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9082
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.9044
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.8758
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8736
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8699
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8661
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8630
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8608
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8534
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8429
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8375
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8367
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8157
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8143
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8125
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8104
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8092
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8059
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8012
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7966
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7895
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7834
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7793
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7790
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7782
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7754
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7753
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7749
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7735
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7732
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7723
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7708
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7703
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7700
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7699
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7693
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7688
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7675
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7671
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7664
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7664
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7661
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7658
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7644
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7632
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7629
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7624
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7614
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7611
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7611
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7599
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7596
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7592
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7587
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7587
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7586
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7586
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7583
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7583
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7576
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7573
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7561
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7559
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7555
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7555
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7554
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7541
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7540
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7537
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7533
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7530
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7524
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7524
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7520
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7520
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7516
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7515
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7514
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7513
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7509
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7506
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7500
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7499
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7497
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7494
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7493
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7487
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7476
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7469
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7455
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7454
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7446
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7443
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7442
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7439
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7437
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7437
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7423
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7421
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7409
Cholesterol side-chain cleavage enzyme, mitochondrial P00189 CP11A_BOVIN Bos taurus 3 0.7406
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7402
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7401
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7390
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7382
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7362
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7335
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7327
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7318
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7315
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7313
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7285
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7280
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7272
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7269
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7266
Endoplasmin, putative Q8I0V4 Q8I0V4_PLAF7 Plasmodium falciparum 3 0.7255
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7247
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7243
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7225
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7214
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7197
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7192
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7188
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7186
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7174
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7159
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7127
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7122
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7115
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7113
Peridinin-chlorophyll a protein, high-salt form O76183 O76183_AMPCA Amphidinium carterae 2 0.7111
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7100
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7098
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7090
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7088
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7073
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7045
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7039
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7023
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7015

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