10-(chrysophanol-7'-yl)-10-(ξ)-hydroxychrysophanol-9-anthrone - Compound Card

10-(chrysophanol-7'-yl)-10-(ξ)-hydroxychrysophanol-9-anthrone

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10-(chrysophanol-7'-yl)-10-(ξ)-hydroxychrysophanol-9-anthrone

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles Cc1cc(O)c2c(c1)[C@H](c1ccc3c(c1O)C(=O)c1c(C3=O)c(C)c(cc1O)C)c1c(C2=O)c(O)ccc1
InChI InChI=1S/C31H22O7/c1-12-9-18-23(15-5-4-6-19(32)24(15)30(37)25(18)20(33)10-12)16-7-8-17-26(29(16)36)31(38)27-21(34)11-13(2)14(3)22(27)28(17)35/h4-11,23,32-34,36H,1-3H3/t23-/m0/s1
InChIKey XNWDQPPKSLNJFA-QHCPKHFHSA-N
Formula C31H22O7
HBA 7
HBD 4
MW 506.51
Rotatable Bonds 1
TPSA 132.13
LogP 4.93
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 506.14
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: 506.51 g/mol

Structure

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

Level: 0

Mol. Weight: 506.51 g/mol

Structure

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

Level: 0

Mol. Weight: 506.51 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.7
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.86
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.31
Plasma Protein Binding
95.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
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
6.87
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.81
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.78
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.07
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
-1772.54
Rat (Acute)
2.56
Rat (Chronic Oral)
3.56
Fathead Minnow
12.1
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
585.81
Hydration Free Energy
-3.11
Log(D) at pH=7.4
3.69
Log(P)
7.41
Log S
-6.38
Log(Vapor Pressure)
-10.14
Melting Point
288.57
pKa Acid
7.45
pKa Basic
5.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 4 0.8049
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 4 0.8049
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7903
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7903
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7796
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7796
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7716
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7716
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7690
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7690
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7651
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7651
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7606
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7606
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7592
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7592
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7551
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7551
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7408
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7408
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7266
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7266
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7213
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7213
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7191
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7191
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7116
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7116
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7057
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7057
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7020
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7020

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