6,8-di-C-cellobiosylapigenin - Compound Card

6,8-di-C-cellobiosylapigenin

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6,8-di-C-cellobiosylapigenin

Structure
Zoomed Structure
  • Family: Plantae - Rosaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Unusual Di-C-Glycosylapigenin
Canonical Smiles OC[C@H]1CC(O[C@@H]2[C@@H](CO)OC([C@@H]([C@H]2O)O)c2c(O)c(C3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)OC3C[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)c3c(c2O)c(=O)cc(o3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C41H54O23/c42-8-13-5-18(27(50)31(54)25(13)48)61-37-20(10-44)63-40(35(58)33(37)56)23-29(52)22-16(47)7-17(12-1-3-15(46)4-2-12)60-39(22)24(30(23)53)41-36(59)34(57)38(21(11-45)64-41)62-19-6-14(9-43)26(49)32(55)28(19)51/h1-4,7,13-14,18-21,25-28,31-38,40-46,48-59H,5-6,8-11H2/t13-,14-,18?,19?,20-,21-,25-,26-,27+,28+,31+,32+,33-,34-,35-,36-,37-,38-,40?,41?/m1/s1
InChIKey PXUSIRLRGCIABE-CMTNUJDWSA-N
Formula C41H54O23
HBA 23
HBD 17
MW 914.86
Rotatable Bonds 11
TPSA 411.04
LogP -5.42
Number Rings 7
Number Aromatic Rings 3
Heavy Atom Count 64
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 914.31
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Cotoneaster orbicularis Rosaceae Plantae 1851000

Showing of synonyms

  • El-Mousallamy AM, Hussein SA, et al. (2000). Unusual phenolic glycosides from Cotoneaster orbicularis. Phytochemistry,2000,53(6),699-704. [View] [PubMed]
Pubchem: 162817112
Nmrshiftdb2: 60022766

No compound-protein relationship available.

Structure

SMILES: C1CCCCC1OC(CO2)CCC2c(c(c34)oc(cc3=O)-c5ccccc5)cc(c4)C6CCC(CO6)OC7CCCCC7

Level: 5

Mol. Weight: 914.86 g/mol

Structure

SMILES: C1CCCCC1OC(CO2)CCC2c(c(c34)occc3=O)cc(c4)C5CCC(CO5)OC6CCCCC6

Level: 4

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCO4)C5CCC(CO5)OC6CCCCC6

Level: 4

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4CCCCO4)cc(c3)C5CCC(CO5)OC6CCCCC6

Level: 4

Mol. Weight: 914.86 g/mol

Structure

SMILES: O=c1ccoc(c12)c(C3CCCCO3)cc(c2)C4CCC(CO4)OC5CCCCC5

Level: 3

Mol. Weight: 914.86 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)C4CCC(CO4)OC5CCCCC5

Level: 3

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCC(CO4)OC5CCCCC5

Level: 3

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)C4CCC(CO4)OC5CCCCC5

Level: 3

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4CCCCO4)cc(c3)C5CCCCO5

Level: 3

Mol. Weight: 914.86 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)C3CCC(CO3)OC4CCCCC4

Level: 2

Mol. Weight: 914.86 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)C3CCC(CO3)OC4CCCCC4

Level: 2

Mol. Weight: 914.86 g/mol

Structure

SMILES: O=c1ccoc(c12)c(C3CCCCO3)cc(c2)C4CCCCO4

Level: 2

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4

Level: 2

Mol. Weight: 914.86 g/mol

Structure

SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 914.86 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3

Level: 1

Mol. Weight: 914.86 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 914.86 g/mol

Structure

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

Level: 1

Mol. Weight: 914.86 g/mol

Structure

SMILES: C1CCCCC1OC2CCCOC2

Level: 1

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 914.86 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 914.86 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 914.86 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 914.86 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1673.430
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
219725.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.450
Plasma Protein Binding
32.69
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
3.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-5098.010
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.490
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.050
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
-398779228.860
Rat (Acute)
3.070
Rat (Chronic Oral)
4.980
Fathead Minnow
503383.210
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
44843945.120
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-13.690
Log(P)
-2.4
Log S
-2.41
Log(Vapor Pressure)
-1476543.48
Melting Point
212.56
pKa Acid
-10687.96
pKa Basic
-56.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9092
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9092
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8893
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8893
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8396
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8396
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8240
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8240
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8206
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8206
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8111
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8111
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.8013
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.8013
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7335
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7335
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.7332
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.7332
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7290
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7290
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7105
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7105
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7016
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7016

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