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Zataroside B

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Monoaromatic

Canonical Smiles	OC[C@H]1O[C@@H](Oc2cc(C(C)C)c(cc2C)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C16H24O7/c1-7(2)9-5-11(8(3)4-10(9)18)22-16-15(21)14(20)13(19)12(6-17)23-16/h4-5,7,12-21H,6H2,1-3H3/t12-,13-,14+,15-,16-/m1/s1
InChIKey	XFPSRAYOBUHKRV-IBEHDNSVSA-N
Formula	C₁₆H₂₄O₇
HBA	7
HBD	5
MW	328.36
Rotatable Bonds	4
TPSA	119.61
LogP	0.0
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	23
Formal Charge	0
Fraction CSP3	0.62
Exact Mass	328.15
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sphaeranthus bullatus	Asteraceae	Plantae	1548657

Showing of synonyms

Machumi F, Yenesew A, et al. (2012). Antiparasitic and anticancer carvotacetone derivatives of Sphaeranthus bullatus. Natural Product Communications,2012,7(9),1123-1126. [View] [PubMed]

Pubchem: 14589106

Cas: 95645-52-6

Gnps: CCMSLIB00004698040

Zinc: ZINC000031163638

Chebi: 181676

Nmrshiftdb2: 60022771

No compound-protein relationship available.

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 328.36 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 328.36 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 328.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.23
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.930
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.41

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.720
Plasma Protein Binding: 68.0
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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 9.060
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.470
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.520
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.260
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: -1.240
Rat (Acute): 2.470
Rat (Chronic Oral): 3.240
Fathead Minnow: 3.720
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 426.100
Hydration Free Energy: -16.810
Log(D) at pH=7.4: 1.030
Log(P): 0.36
Log S: -1.91
Log(Vapor Pressure): -10.31
Melting Point: 152.97
pKa Acid: 6.59
pKa Basic: 5.54

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8706
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8706
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8584
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8584
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8302
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8302
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7995
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7995
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7966
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7966
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7920
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7920
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7891
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7891
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.7729
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.7729
Casein kinase I isoform gamma-2	P78368	KC1G2_HUMAN	Homo sapiens	4	0.7655
Casein kinase I isoform gamma-2	P78368	KC1G2_HUMAN	Homo sapiens	4	0.7655
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase	O67060	ISPE_AQUAE	Aquifex aeolicus	3	0.7601
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase	O67060	ISPE_AQUAE	Aquifex aeolicus	3	0.7601
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7464
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7464
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7425
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7425
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7415
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7415
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7354
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7354
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7283
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7283
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7220
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7220
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7190
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7190
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7185
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7185
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	4	0.7071
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	4	0.7071
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7065
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7065
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	3	0.7016
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	3	0.7016
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7013
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7013

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