ANPDB

Select a section from the left sidebar

Sengulone

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Quinone

Canonical Smiles	COC1=CC(=O)c2c(C1=O)c(c1c(OC)cc3c(c1O)C(=O)c1c(C3=O)cc(cc1O)C)c1c(c2O)c(O)cc(c1)C
InChI	InChI=1S/C32H22O10/c1-11-5-13-21(16(33)7-11)31(39)25-18(35)10-20(42-4)29(37)27(25)23(13)26-19(41-3)9-15-24(32(26)40)30(38)22-14(28(15)36)6-12(2)8-17(22)34/h5-10,33-34,39-40H,1-4H3
InChIKey	CSNMBHGRIJRLJQ-UHFFFAOYSA-N
Formula	C₃₂H₂₂O₁₀
HBA	10
HBD	4
MW	566.52
Rotatable Bonds	3
TPSA	167.66
LogP	4.64
Number Rings	6
Number Aromatic Rings	4
Heavy Atom Count	42
Formal Charge	0
Fraction CSP3	0.12
Exact Mass	566.12
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Senna sophera	Leguminosae/Fabaceae	Plantae	948718

Showing of synonyms

Alemayehu G, Abegaz BM, et al. (1998). A 1,4-anthraquinone-dihydroanthracenone dimer from Senna sophera. Phytochemistry,1998,48(4),699-702. [View] [PubMed]

Pubchem: 101691100

Zinc: ZINC000085856838

Nmrshiftdb2: 70006211

No compound-protein relationship available.

SMILES: O=C1C=CC(=O)c(c12)cc3c(cccc3)c2-c(c4)ccc(c45)C(=O)c6c(C5=O)cccc6

Level: 1

Mol. Weight: 566.52 g/mol

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

Level: 0

Mol. Weight: 566.52 g/mol

SMILES: O=C1C=CC(=O)c(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 566.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.36
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.770
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 6.35

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.170
Plasma Protein Binding: 76.25
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: 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: 6.770
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.780
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.130
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.160
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: -10527.590
Rat (Acute): 2.630
Rat (Chronic Oral): 3.990
Fathead Minnow: 30.070
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: 515.050
Hydration Free Energy: -2.990
Log(D) at pH=7.4: 4.090
Log(P): 5.85
Log S: -8.89
Log(Vapor Pressure): -12.03
Melting Point: 306.95
pKa Acid: 6.74
pKa Basic: 1.27

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9229
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.9229
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8544
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8544
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8442
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8442
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8413
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8413
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8397
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8397
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8311
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8311
E3 ubiquitin-protein ligase Mdm2	P56273	MDM2_XENLA	Xenopus laevis	3	0.8275
E3 ubiquitin-protein ligase Mdm2	P56273	MDM2_XENLA	Xenopus laevis	3	0.8275
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8019
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8019
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7698
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7698
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	3	0.7361
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	3	0.7361
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7133
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7133
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7095
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7095
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7086
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7086
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.7038
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.7038
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7037
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7037

Download SDF