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Isorhamnetin 3,7,4'-trisulphate

Family: Plantae - Asteraceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol Sulphate

Canonical Smiles	COc1cc(ccc1OS(=O)(=O)O)c1oc2cc(cc(c2c(=O)c1OS(=O)(=O)O)O)OS(=O)(=O)O
InChI	InChI=1S/C16H12O16S3/c1-28-11-4-7(2-3-10(11)31-34(22,23)24)15-16(32-35(25,26)27)14(18)13-9(17)5-8(6-12(13)29-15)30-33(19,20)21/h2-6,17H,1H3,(H,19,20,21)(H,22,23,24)(H,25,26,27)
InChIKey	KLIAQJWOBMSQFP-UHFFFAOYSA-N
Formula	C₁₆H₁₂O₁₆S₃
HBA	13
HBD	4
MW	556.46
Rotatable Bonds	8
TPSA	250.47
LogP	0.72
Number Rings	3
Number Aromatic Rings	3
Heavy Atom Count	35
Formal Charge	0
Fraction CSP3	0.06
Exact Mass	555.93
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Iphiona scabra	Asteraceae	Plantae	211591

Showing of synonyms

Ahmed AA, Mabry TJ (1987). Flavonoids from Iphiona scabra. Phytochemistry,1987,26(5),1517-1518. [View]

Pubchem: 13831734

Cas: 79175-00-1

Zinc: ZINC000102941972

Nmrshiftdb2: 60073746

No compound-protein relationship available.

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 556.46 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 556.46 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 556.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.66
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.880
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -5.93

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.750
Plasma Protein Binding: 58.33
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: 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: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 3.050
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: 1.670
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Toxic
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.240
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.840
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: -75.520
Rat (Acute): 1.960
Rat (Chronic Oral): 2.650
Fathead Minnow: 4.060
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 635.630
Hydration Free Energy: -2.030
Log(D) at pH=7.4: -2.970
Log(P): -3.49
Log S: -0.78
Log(Vapor Pressure): -13.87
Melting Point: 227.45
pKa Acid: 8.63
pKa Basic: -3.63

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9724
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9724
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.9438
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.9438
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	3	0.9331
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	3	0.9331
Peptide deformylase 1B, chloroplastic/mitochondrial	Q9FUZ2	DEF1B_ARATH	Arabidopsis thaliana	3	0.9155
Peptide deformylase 1B, chloroplastic/mitochondrial	Q9FUZ2	DEF1B_ARATH	Arabidopsis thaliana	3	0.9155
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	3	0.8673
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	3	0.8673
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8654
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8654
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8644
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8644
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	3	0.8587
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	3	0.8587
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.8506
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.8506
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8505
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8505
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8493
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8493
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8476
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8476
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8119
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8119
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8056
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8056
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	3	0.7982
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	3	0.7982
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	3	0.7890
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	3	0.7890
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7872
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7872
Tryptophan synthase alpha chain	P16608	TRPA_THET2	Thermus thermophilus	3	0.7771
Tryptophan synthase alpha chain	P16608	TRPA_THET2	Thermus thermophilus	3	0.7771
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7723
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7723
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7705
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7705
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7700
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7700
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7625
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7625
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	3	0.7622
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	3	0.7622
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7493
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7493
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7486
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7486
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7439
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7439
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	3	0.7374
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	3	0.7374
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7312
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7312
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7280
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7280
Cysteine synthase	P45040	CYSK_HAEIN	Haemophilus influenzae	4	0.7251
Cysteine synthase	P45040	CYSK_HAEIN	Haemophilus influenzae	4	0.7251
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	4	0.7140
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	4	0.7140
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	4	0.7134
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	4	0.7134
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7085
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7085
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7056
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7056
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7053
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7053
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7045
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	3	0.7045
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7040
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7040
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7034
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7034

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