ANPDB

Select a section from the left sidebar

Dianellin

Family: Plantae - Asphodelaceae
Kingdom: Plantae
Class: Quinone

Canonical Smiles	O[C@@H]1[C@@H](COC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)OC([C@@H]([C@H]1O)O)Oc1cccc2c1c(O)c(c(c2)C)C(=O)C
InChI	InChI=1S/C25H32O12/c1-9-7-12-5-4-6-13(16(12)19(29)15(9)10(2)26)36-25-23(33)21(31)18(28)14(37-25)8-34-24-22(32)20(30)17(27)11(3)35-24/h4-7,11,14,17-18,20-25,27-33H,8H2,1-3H3/t11-,14-,17-,18-,20+,21+,22+,23-,24?,25?/m1/s1
InChIKey	QEDNXAHYDUCXTC-GEAVXESSSA-N
Formula	C₂₅H₃₂O₁₂
HBA	12
HBD	7
MW	524.52
Rotatable Bonds	6
TPSA	195.6
LogP	-0.91
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	37
Formal Charge	0
Fraction CSP3	0.56
Exact Mass	524.19
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Kniphofia foliosa	Asphodelaceae	Plantae	214838

Showing of synonyms

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

Chembl: CHEMBL2000518

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCCC(O2)Oc3cccc(c34)cccc4

Level: 2

Mol. Weight: 524.52 g/mol

SMILES: c1cccc(c12)cccc2OC3CCCCO3

Level: 1

Mol. Weight: 524.52 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 524.52 g/mol

SMILES: c1cccc(c12)cccc2

Level: 0

Mol. Weight: 524.52 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 524.52 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp): -6.62
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.22
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 0.06

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.93
Plasma Protein Binding: 76.7
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: 6.64
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -3.23
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.79
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.56
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: -633.35
Rat (Acute): 2.44
Rat (Chronic Oral): 4.2
Fathead Minnow: 3.82
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: 573.84
Hydration Free Energy: -3.15
Log(D) at pH=7.4: 0.92
Log(P): 0.43
Log S: -3.06
Log(Vapor Pressure): -14.2
Melting Point: 181.3
pKa Acid: 3.67
pKa Basic: 6.1

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	0.8968
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8968
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8334
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8334
Caspase-7	P55210	CASP7_HUMAN	Homo sapiens	3	0.8269
Caspase-7	P55210	CASP7_HUMAN	Homo sapiens	3	0.8269
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8239
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8239
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.8167
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.8167
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.8158
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.8158
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8144
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8144
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	3	0.8064
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	3	0.8064
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8030
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8030
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8002
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8002
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7980
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7980
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7977
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7977
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7912
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7912
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	4	0.7759
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	4	0.7759
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7611
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7611
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7579
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7579
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7523
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7523
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	2	0.7481
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	2	0.7481
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7357
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7357
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7356
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7356
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7282
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7282
Aldo-keto reductase family 1 member B1	P80276	ALDR_PIG	Sus scrofa	3	0.7237
Aldo-keto reductase family 1 member B1	P80276	ALDR_PIG	Sus scrofa	3	0.7237
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7217
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7217
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7198
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7198
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7195
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7195
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7194
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7194
Nitroreductase domain-containing protein	Q8DW21	Q8DW21_STRMU	Streptococcus mutans serotype c	3	0.7179
Nitroreductase domain-containing protein	Q8DW21	Q8DW21_STRMU	Streptococcus mutans serotype c	3	0.7179
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	3	0.7124
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	3	0.7124
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7122
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7122
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7095
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7095
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7084
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7084
Oxygenase	Q194P4	Q194P4_STRAA	Streptomyces argillaceus	3	0.7062
Oxygenase	Q194P4	Q194P4_STRAA	Streptomyces argillaceus	3	0.7062
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7052
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7052
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7041
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	3	0.7041
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7041
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	3	0.7041
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.7015
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	3	0.7015
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7009
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7009
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	2	0.7008
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	2	0.7008

Download SDF