Chryslandicin - Compound Card

Chryslandicin

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Chryslandicin

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles Cc1cc(O)c2c(c1)[C@](O)(c1ccc3c(c1O)C(=O)c1c(C3=O)c(C)c(cc1O)C)c1c(C2=O)c(O)ccc1
InChI InChI=1S/C31H22O8/c1-12-9-18-25(20(33)10-12)30(38)24-16(5-4-6-19(24)32)31(18,39)17-8-7-15-23(28(17)36)29(37)26-21(34)11-13(2)14(3)22(26)27(15)35/h4-11,32-34,36,39H,1-3H3/t31-/m1/s1
InChIKey NDDMYOHEIGCZDD-WJOKGBTCSA-N
Formula C31H22O8
HBA 8
HBD 5
MW 522.51
Rotatable Bonds 1
TPSA 152.36
LogP 4.04
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 522.13
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Kniphofia foliosa Asphodelaceae Plantae 214838

Showing of synonyms

  • Wube AA, Bucar F, et al. (2005). Antimalarial compounds from Kniphofia foliosa roots.. Phytother Research,2005,19(6),472-476. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)ccc(c3)C(c(c45)cccc5)c6c(C4=O)cccc6

Level: 1

Mol. Weight: 400.43 g/mol

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 208.22 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 194.23 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.98
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.99
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.16
Plasma Protein Binding
92.08
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
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.66
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.75
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.37
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
-2540.32
Rat (Acute)
2.48
Rat (Chronic Oral)
4.23
Fathead Minnow
14.37
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
565.35
Hydration Free Energy
-3.12
Log(D) at pH=7.4
3.32
Log(P)
7.23
Log S
-5.73
Log(Vapor Pressure)
-8.27
Melting Point
268.89
pKa Acid
9.6
pKa Basic
3.0
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 0.8437
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8437
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 4 0.7846
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 4 0.7846
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7638
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7638
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 4 0.7489
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 4 0.7489
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7479
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7479
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7385
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7385
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7379
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7379
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7305
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7305
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7223
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7223
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7215
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7215
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7190
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7190
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7177
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7177
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7146
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7146
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7134
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7134
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7118
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7118
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7095
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7095
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7086
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7086
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.7060
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 3 0.7060
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7036
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7036
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7018
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7018

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