Brassicadiol - Compound Card

Brassicadiol

Select a section from the left sidebar

Brassicadiol

Structure
Zoomed Structure
  • Family: Trichocomaceae
  • Kingdom: Fungi
  • Class: Pentaketide
    • Subclass: Prenylated Pentaketide
Canonical Smiles CCCc1ccc2c(c1CO)oc(c2)C(O)(C)C
InChI InChI=1S/C15H20O3/c1-4-5-10-6-7-11-8-13(15(2,3)17)18-14(11)12(10)9-16/h6-8,16-17H,4-5,9H2,1-3H3
InChIKey HCFKLHOQTVFVFB-UHFFFAOYSA-N
Formula C15H20O3
HBA 3
HBD 2
MW 248.32
Rotatable Bonds 4
TPSA 53.6
LogP 3.11
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 248.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Gleditsia caspia Trichocomaceae Fungi 66090

Showing of synonyms

  • Moussa A.Y, Sobhy H.A, et al. (2021). Caspicaiene: a new kaurene diterpene with antitubercular activity from an Aspergillus endophytic isolate in Gleditsia caspia desf. Natural Product Research,2021,35(24),5653-5664. [View] [PubMed]
Pubchem: 101883284
Nmrshiftdb2: 70076456

No compound-protein relationship available.

Structure

SMILES: c1coc(c12)cccc2

Level: 0

Mol. Weight: 118.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.16
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.81
Plasma Protein Binding
59.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.62
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.74
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.46
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.3
Micronucleos
Toxic
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
2.82
Rat (Acute)
2.1
Rat (Chronic Oral)
2.08
Fathead Minnow
4.22
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
338.29
Hydration Free Energy
-9.72
Log(D) at pH=7.4
2.87
Log(P)
3.01
Log S
-2.72
Log(Vapor Pressure)
-6.65
Melting Point
113.88
pKa Acid
11.16
pKa Basic
4.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9443
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9095
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.9011
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8932
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8875
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8748
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8615
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8572
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8568
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8565
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.8384
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.8288
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8240
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8198
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.8173
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8099
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8097
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8068
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8047
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8029
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7980
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 3 0.7972
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7969
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7920
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7909
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7896
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7781
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7750
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7737
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7728
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7697
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7680
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7666
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7630
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7626
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7622
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7612
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7563
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7563
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7544
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7537
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7513
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7509
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7498
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 3 0.7405
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7390
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7383
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7371
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7370
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7355
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7354
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7351
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7321
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7307
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7299
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7281
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7258
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7258
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7255
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7209
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7171
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7167
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7137
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7124
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 4 0.7094
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7082
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7081
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7068
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7065
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7053
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7048
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7046
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7035
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7027
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7020

Download SDF