Isorhamnetin 3-O-[2''-(4''-acetylrhamnosyl)(1→2)-6''-glucosyl] glucoside - Compound Card

Isorhamnetin 3-O-[2''-(4''-acetylrhamnosyl)(1→2)-6''-glucosyl] glucoside

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Isorhamnetin 3-O-[2''-(4''-acetylrhamnosyl)(1→2)-6''-glucosyl] glucoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1OC(OC[C@@H]2OC(Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O[C@@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C36H44O22/c1-11-30(53-12(2)38)27(47)29(49)35(52-11)58-33-26(46)23(43)20(10-51-34-28(48)25(45)22(42)19(9-37)55-34)56-36(33)57-32-24(44)21-16(41)7-14(39)8-18(21)54-31(32)13-4-5-15(40)17(6-13)50-3/h4-8,11,19-20,22-23,25-30,33-37,39-43,45-49H,9-10H2,1-3H3/t11-,19-,20+,22-,23+,25+,26-,27-,28-,29+,30-,33+,34?,35+,36?/m1/s1
InChIKey VJEVXTUVNQQJJL-IBCABTOMSA-N
Formula C36H44O22
HBA 22
HBD 11
MW 828.73
Rotatable Bonds 11
TPSA 343.65
LogP -2.99
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 58
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 828.23
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Ammi majus Apiaceae Plantae 48026

Showing of synonyms

  • Singab AN (1998). Acetylated flavonol triglycosides from Ammi majus L.. Phytochemistry,1998,49(7),2177-2180. [View] [PubMed]
Pubchem: 162891879

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 828.73 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 828.73 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 828.73 g/mol

Structure

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

Level: 3

Mol. Weight: 828.73 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 828.73 g/mol

Structure

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

Level: 2

Mol. Weight: 828.73 g/mol

Structure

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

Level: 2

Mol. Weight: 828.73 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 828.73 g/mol

Structure

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

Level: 1

Mol. Weight: 828.73 g/mol

Structure

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

Level: 1

Mol. Weight: 828.73 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 828.73 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 828.73 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 828.73 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 828.73 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 828.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.57
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
65.31
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
9369.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
48.05
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
8.7
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-215.72
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.74
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.16
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
-17001685.2
Rat (Acute)
2.41
Rat (Chronic Oral)
4.89
Fathead Minnow
21468.82
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
1905156.31
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-0.91
Log(P)
-1.11
Log S
-4.85
Log(Vapor Pressure)
-62669.13
Melting Point
220.25
pKa Acid
-414.31
pKa Basic
2.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8935
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8935
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8888
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8888
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8712
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8712
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8051
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8051
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7831
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7831
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7744
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7744
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7743
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7743
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7627
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7627
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7510
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7510
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7461
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7461
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7396
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7396
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7345
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7345
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7258
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7258
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7246
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7246
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7140
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7140
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7058
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7058
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7045
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7045
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7028
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7028
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7015
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7015
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7004
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7004

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