Dianellin - Compound Card

Dianellin

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Dianellin

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles OC1C(COC2CC(C)C(C(C2O)O)O)OC(C(C1O)O)Oc1cccc2c1c(O)c(c(c2)C)C(=O)C
InChI InChI=1S/C26H34O11/c1-10-7-13-5-4-6-14(18(13)22(31)17(10)12(3)27)36-26-25(34)24(33)21(30)16(37-26)9-35-15-8-11(2)19(28)23(32)20(15)29/h4-7,11,15-16,19-21,23-26,28-34H,8-9H2,1-3H3
InChIKey OHMWXBMBFIKUAD-UHFFFAOYSA-N
Formula C26H34O11
HBA 11
HBD 7
MW 522.55
Rotatable Bonds 6
TPSA 186.37
LogP -0.25
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 522.21
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Kniphofia foliosa Asphodelaceae Plantae 214838
2 Kniphofia foliosa Asphodelaceae Plantae 214838

Showing of synonyms

  • Induli M, Gebru M, et al. (2013). Antiplasmodial Quinones from the Rhizomes of Kniphofia foliosa. Natural Product Communications,2013,8(9),1261-1264. [View] [PubMed]
  • Abdissa N, Induli M, et al. (2013). Knipholone cyclooxanthrone and an anthraquinone dimer with antiplasmodial activities from the roots of Kniphofia foliosa. Phytochemistry Letters,2013,6(2),241-245. [View] [PubMed]
Pubchem: 422284

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1OCC2CCCC(O2)Oc3cccc(c34)cccc4

Level: 2

Mol. Weight: 522.55 g/mol

Structure

SMILES: c1cccc(c12)cccc2OC3CCCCO3

Level: 1

Mol. Weight: 522.55 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCC2

Level: 1

Mol. Weight: 522.55 g/mol

Structure

SMILES: c1cccc(c12)cccc2

Level: 0

Mol. Weight: 522.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 522.55 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 522.55 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.26
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
-3.06
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.54
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.63
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.98
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
-627.96
Rat (Acute)
2.94
Rat (Chronic Oral)
4.1
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
568.85
Hydration Free Energy
-3.18
Log(D) at pH=7.4
1.34
Log(P)
1.21
Log S
-3.0
Log(Vapor Pressure)
-12.51
Melting Point
174.97
pKa Acid
3.65
pKa Basic
6.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9046
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9046
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8988
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8988
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8888
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8888
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8644
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8644
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8286
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8286
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8284
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8284
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8096
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8096
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8053
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8053
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7938
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7938
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7892
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7892
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7880
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7880
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7865
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7865
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7838
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7838
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7790
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7790
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7762
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7762
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7686
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7686
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7563
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7563
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7486
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7486
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7469
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7469
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.7426
Caspase-7 P55210 CASP7_HUMAN Homo sapiens 3 0.7426
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7358
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7358
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7261
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7261
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7258
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7258
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7220
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7220
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7215
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7215
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7206
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7206
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7172
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7172
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7096
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7096
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7089
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7089
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7078
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7078
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7068
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7068
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 3 0.7028
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 3 0.7028
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7018
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7018
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7001
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7001

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