Chryslandicin - Compound Card

Chryslandicin

Select a section from the left sidebar

Chryslandicin

Structure
Zoomed Structure
  • Family: Plantae - 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-/m0/s1
InChIKey NDDMYOHEIGCZDD-HKBQPEDESA-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: 522.51 g/mol

Structure

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

Level: 0

Mol. Weight: 522.51 g/mol

Structure

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

Level: 0

Mol. Weight: 522.51 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
1.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.16
Plasma Protein Binding
92.3
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
7.65
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.23
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
6.36
Micronucleos
Toxic
NR-AhR
Toxic
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
-2540.51
Rat (Acute)
2.49
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
565.01
Hydration Free Energy
-3.12
Log(D) at pH=7.4
3.35
Log(P)
7.32
Log S
-5.73
Log(Vapor Pressure)
-8.28
Melting Point
266.86
pKa Acid
9.61
pKa Basic
2.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8348
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8348
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8242
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8242
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8011
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8011
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7965
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7965
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7835
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7835
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 4 0.7744
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 4 0.7744
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 4 0.7689
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 4 0.7689
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7551
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7551
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7546
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7546
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7543
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7543
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7510
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7510
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7395
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7395
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7381
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7381
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7364
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7364
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7318
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7318
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7279
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7279
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7166
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7166
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7030
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7030

Download SDF