Chryslandicin - Compound Card

Chryslandicin

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Chryslandicin

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Bisanthraquinone
Canonical Smiles Cc1cc(O)c2c(c1)C(O)(c1ccc3c(c1O)C(=O)c1c(C3=O)c(O)c(cc1O)C)c1c(C2=O)c(O)ccc1
InChI InChI=1S/C30H20O9/c1-11-8-16-22(18(32)9-11)29(38)21-14(4-3-5-17(21)31)30(16,39)15-7-6-13-20(27(15)36)28(37)23-19(33)10-12(2)25(34)24(23)26(13)35/h3-10,31-34,36,39H,1-2H3
InChIKey YRUMLFPFVRGJGH-UHFFFAOYSA-N
Formula C30H20O9
HBA 9
HBD 6
MW 524.48
Rotatable Bonds 1
TPSA 172.59
LogP 3.44
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.1
Exact Mass 524.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Kniphofia species Asphodelaceae Plantae 49723
2 Kniphofia species Liliaceae Plantae 49723

Showing of synonyms

  • Yenesew A, Wondimu A, et al. (1988). A comparative study of anthraquinones in rhizomes of Kniphofia species.. Biochemical systematics and ecology,1988,16(2),157-159. [View] [PubMed]
  • Dagne E, Berhanu E, et al. (1987). New bianthraquinone pigments from Kniphofia species. Bulletin of the Chemical Society of Ethiopia,1987,1(1),32-35. [View] [PubMed]
Pubchem: 13940830
Nmrshiftdb2: 60060459

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: 524.48 g/mol

Structure

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

Level: 0

Mol. Weight: 524.48 g/mol

Structure

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

Level: 0

Mol. Weight: 524.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.14
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.06
Plasma Protein Binding
80.14
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
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.16
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.88
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.51
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
-2539.04
Rat (Acute)
2.46
Rat (Chronic Oral)
4.58
Fathead Minnow
13.86
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
579.23
Hydration Free Energy
-3.16
Log(D) at pH=7.4
2.96
Log(P)
6.64
Log S
-5.83
Log(Vapor Pressure)
-8.44
Melting Point
272.36
pKa Acid
9.25
pKa Basic
3.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8061
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8061
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8030
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8030
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7860
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7860
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7594
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7594
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7568
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7568
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7456
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7456
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7437
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7437
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7426
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7426
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7305
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7305
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 4 0.7284
Ribosomal protein S6 kinase beta-1 P23443 KS6B1_HUMAN Homo sapiens 4 0.7284
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7281
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7281
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7031
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7031

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