Luteolin-7,4-O-diglucoside - Compound Card

Luteolin-7,4-O-diglucoside

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Luteolin-7,4-O-diglucoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles OC[C@H]1OC(Oc2cc3CC(=CC(=O)c3c(c2)O)c2ccc(c(c2)O)OC2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C28H32O15/c29-8-18-21(34)23(36)25(38)27(42-18)40-13-4-12-3-11(6-15(32)20(12)16(33)7-13)10-1-2-17(14(31)5-10)41-28-26(39)24(37)22(35)19(9-30)43-28/h1-2,4-7,18-19,21-31,33-39H,3,8-9H2/t18-,19+,21-,22+,23+,24-,25-,26+,27?,28?/m1/s1
InChIKey KOBNCESXTYQELI-OXGUOCANSA-N
Formula C28H32O15
HBA 15
HBD 10
MW 608.55
Rotatable Bonds 7
TPSA 256.29
LogP -2.72
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 608.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Ammoides atlantica Apiaceae Plantae 386050

Showing of synonyms

  • Benteldjoune M, Boudiar T, et al. (2021). Antioxidant activity and characterization of flavonoids and phenolic acids of Ammoides atlantica by RP–UHPLC– ESI–QTOF–MS. Nat Prod Res, 2021, 35(10), 1639-1643.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)CC(=CC3=O)c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1ccccc1C(=CC2=O)Cc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)CC(=CC2=O)c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 608.55 g/mol

Structure

SMILES: O=C1C=CCc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)CC(=CC2=O)c3ccccc3

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)CC=CC2=O

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 608.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.62
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.43
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
9.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.71
Plasma Protein Binding
63.5
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
5.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.74
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.64
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.07
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
-15546.34
Rat (Acute)
2.42
Rat (Chronic Oral)
4.79
Fathead Minnow
33.06
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
438.77
Hydration Free Energy
-2.93
Log(D) at pH=7.4
-0.41
Log(P)
-1.48
Log S
-3.51
Log(Vapor Pressure)
-15.98
Melting Point
260.01
pKa Acid
3.04
pKa Basic
7.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8317
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8304
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8299
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8288
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8045
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7963
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7903
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7830
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7601
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7547
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7537
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7471
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 3 0.7462
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7446
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7353
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7311
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7298
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7279
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7196
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7068
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7055
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7055
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7008

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