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2''-alpha-L-rhamnopyranosyl-hyperin

Family: Plantae - Anacardiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)OC1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
InChI	InChI=1S/C27H30O16/c1-8-17(33)20(36)22(38)26(39-8)43-25-21(37)18(34)15(7-28)41-27(25)42-24-19(35)16-13(32)5-10(29)6-14(16)40-23(24)9-2-3-11(30)12(31)4-9/h2-6,8,15,17-18,20-22,25-34,36-38H,7H2,1H3/t8-,15+,17-,18-,20+,21-,22+,25+,26?,27-/m0/s1
InChIKey	FYBMGZSDYDNBFX-BDINPFBFSA-N
Formula	C₂₇H₃₀O₁₆
HBA	16
HBD	10
MW	610.52
Rotatable Bonds	6
TPSA	269.43
LogP	-1.69
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	43
Formal Charge	0
Fraction CSP3	0.44
Exact Mass	610.15
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Schinus molle	Anacardiaceae	Plantae	43851

Showing of synonyms

Marzouk MS, Moharram FA, et al. (2006). Antioxidant flavonol glycosides from Schinus molle. Phytotherapy Research,2006,20(3),200-205. [View] [PubMed]

Pubchem: 101630468

No compound-protein relationship available.

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 610.52 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 610.52 g/mol

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 610.52 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 610.52 g/mol

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

Level: 1

Mol. Weight: 610.52 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 610.52 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 610.52 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 610.52 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 610.52 g/mol

Antioxidant

Absorption

Caco-2 (logPapp): -6.62
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.450
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 9.62

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.740
Plasma Protein Binding: 63.81
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: 13.490
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -3.440
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.950
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.580
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: -13509.640
Rat (Acute): 2.260
Rat (Chronic Oral): 4.280
Fathead Minnow: 30.030
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: 506.230
Hydration Free Energy: -3.120
Log(D) at pH=7.4: -0.900
Log(P): -0.19
Log S: -4.45
Log(Vapor Pressure): -14.72
Melting Point: 188.28
pKa Acid: 3.7
pKa Basic: 7.86

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9207
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9207
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8900
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8900
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8879
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8879
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8695
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8695
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8598
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8598
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8408
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8408
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8286
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8286
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8030
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8030
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7971
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7971
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7873
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7873
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7767
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7767
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7729
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7729
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.7703
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.7703
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7666
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7666
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7627
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7627
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7562
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7562
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7476
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7476
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7473
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7473
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7421
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7421
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7228
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7228
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7198
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7198
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7146
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7146
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7139
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7139
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7136
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7136
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7055
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7055
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7029
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7029
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7013
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7013
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7004
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7004

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