ANPDB

Select a section from the left sidebar

Lanciaquinone

Family: Plantae - Myrsinaceae
Kingdom: Plantae
Class: Quinone

Canonical Smiles	O=C1C(=CC(=O)C(=C1CCCCCCCCCCCCCCC1=C(O)C(=CC(=O)C1=O)C)O)O
InChI	InChI=1S/C27H36O7/c1-18-16-21(28)25(32)19(24(18)31)14-12-10-8-6-4-2-3-5-7-9-11-13-15-20-26(33)22(29)17-23(30)27(20)34/h16-17,29,31,34H,2-15H2,1H3
InChIKey	LRSQFPDKYLRQEO-UHFFFAOYSA-N
Formula	C₂₇H₃₆O₇
HBA	7
HBD	3
MW	472.58
Rotatable Bonds	15
TPSA	128.97
LogP	5.76
Number Rings	2
Number Aromatic Rings	0
Heavy Atom Count	34
Formal Charge	0
Fraction CSP3	0.56
Exact Mass	472.25
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Maesa lanceolata	Myrsinaceae	Plantae	992730

Showing of synonyms

Arot Manguro LO, Midiwo JO, et al. (2003). Benzoquinone derivatives of Myrsine africana and Maesa lanceolata.. Phytochemistry,2003,64(4),855-862. [View] [PubMed]

Pubchem: 101762594

Nmrshiftdb2: 70027925

No compound-protein relationship available.

SMILES: O=C1C(=O)C=CC=C1CCCCCCCCCCCCCCC2=CC(=O)C=CC2=O

Level: 1

Mol. Weight: 472.58 g/mol

SMILES: O=C1C=CC(=O)C=C1

Level: 0

Mol. Weight: 472.58 g/mol

SMILES: O=C1C(=O)C=CC=C1

Level: 0

Mol. Weight: 472.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.79
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.75
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -3.3

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.57
Plasma Protein Binding: 49.77
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: 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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: -1.23
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.46
Biodegradation: Toxic
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.3
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 6.56
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Toxic
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -115.05
Rat (Acute): 1.99
Rat (Chronic Oral): 3.22
Fathead Minnow: 4.36
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 529.53
Hydration Free Energy: -2.85
Log(D) at pH=7.4: 3.59
Log(P): 6.37
Log S: -4.57
Log(Vapor Pressure): -11.84
Melting Point: 146.09
pKa Acid: 4.29
pKa Basic: 2.79

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Probable nicotinate-nucleotide adenylyltransferase	Q9HX21	NADD_PSEAE	Pseudomonas aeruginosa	3	0.9165
Probable nicotinate-nucleotide adenylyltransferase	Q9HX21	NADD_PSEAE	Pseudomonas aeruginosa	3	0.9165
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.9153
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.9153
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.9098
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.9098
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8534
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8534
Mevalonate kinase	Q4Q6K7	Q4Q6K7_LEIMA	Leishmania major	3	0.8415
Mevalonate kinase	Q4Q6K7	Q4Q6K7_LEIMA	Leishmania major	3	0.8415
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P13702	MVAA_PSEMV	Pseudomonas mevalonii	3	0.8231
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P13702	MVAA_PSEMV	Pseudomonas mevalonii	3	0.8231
Shikimate kinase	P9WPY3	AROK_MYCTU	Mycobacterium tuberculosis	3	0.7987
Shikimate kinase	P9WPY3	AROK_MYCTU	Mycobacterium tuberculosis	3	0.7987
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7811
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7811
Chorismate mutase AroH	P19080	AROH_BACSU	Bacillus subtilis	3	0.7788
Chorismate mutase AroH	P19080	AROH_BACSU	Bacillus subtilis	3	0.7788
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7572
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7572
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7526
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7526
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7477
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7477
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	3	0.7430
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	3	0.7430
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7318
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7318
diphosphomevalonate decarboxylase	Q9FD73	Q9FD73_STAEP	Staphylococcus epidermidis	2	0.7284
diphosphomevalonate decarboxylase	Q9FD73	Q9FD73_STAEP	Staphylococcus epidermidis	2	0.7284
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7278
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7278
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7180
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7180
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	2	0.7158
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	2	0.7158
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	2	0.7158
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	2	0.7158
Triosephosphate isomerase	P00942	TPIS_YEAST	Saccharomyces cerevisiae	2	0.7097
Triosephosphate isomerase	P00942	TPIS_YEAST	Saccharomyces cerevisiae	2	0.7097
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7066
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7066
Glutamate receptor ionotropic, kainate 1	P22756	GRIK1_RAT	Rattus norvegicus	2	0.7055
Glutamate receptor ionotropic, kainate 1	P22756	GRIK1_RAT	Rattus norvegicus	2	0.7055
TamL	D3Y1I2	D3Y1I2_9ACTN	Streptomyces sp. 307-9	2	0.7051
TamL	D3Y1I2	D3Y1I2_9ACTN	Streptomyces sp. 307-9	2	0.7051
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7030
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7030
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7023
Isopenicillin N synthase	P05326	IPNS_EMENI	Emericella nidulans	2	0.7023
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	2	0.7017
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	2	0.7017

Download SDF