6,6''-Di-C-beta-glucopyranosyl-methylene-(3,8'')-biapigenin - Compound Card

6,6''-Di-C-beta-glucopyranosyl-methylene-(3,8'')-biapigenin

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6,6''-Di-C-beta-glucopyranosyl-methylene-(3,8'')-biapigenin

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone-Di-C-Glycoside
Canonical Smiles OCC1CC([C@H]([C@H]([C@H]1O)O)O)c1c(O)c(Cc2c(oc3c(c2=O)c(O)c(c(c3)O)C2CC(CO)[C@H]([C@@H]([C@@H]2O)O)O)c2ccc(cc2)O)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
InChI InChI=1S/C45H44O18/c46-14-18-9-22(38(56)42(60)34(18)52)30-26(50)13-29-33(40(30)58)37(55)24(44(63-29)17-3-7-21(49)8-4-17)11-25-36(54)31(23-10-19(15-47)35(53)43(61)39(23)57)41(59)32-27(51)12-28(62-45(25)32)16-1-5-20(48)6-2-16/h1-8,12-13,18-19,22-23,34-35,38-39,42-43,46-50,52-54,56-61H,9-11,14-15H2/t18?,19?,22?,23?,34-,35+,38-,39-,42+,43+/m1/s1
InChIKey OAQCTEPCBMSPQW-RHFXMVOLSA-N
Formula C45H44O18
HBA 18
HBD 14
MW 872.83
Rotatable Bonds 8
TPSA 343.64
LogP 1.41
Number Rings 8
Number Aromatic Rings 6
Heavy Atom Count 63
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 872.25
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Jatropha multifida Euphorbiaceae Plantae 3996

Showing of synonyms

  • Marzouk MS, Moharram FA, et al. (2012). Novel biflavone diglycosides and biological activity of Jatropha multifida leaves. Chemistry of Natural Compounds,2012,48(5),765-770. [View]
Pubchem: 162817265

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCC4)Cc(c5=O)c(-c6ccccc6)oc(c57)ccc(c7)C8CCCCC8

Level: 5

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCC4)Cc(c5=O)coc(c56)ccc(c6)C7CCCCC7

Level: 4

Mol. Weight: 872.83 g/mol

Structure

SMILES: C1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4=O)c(-c5ccccc5)oc(c46)ccc(c6)C7CCCCC7

Level: 4

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(c4=O)c(-c5ccccc5)oc(c46)ccc(c6)C7CCCCC7

Level: 4

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)Cc(cc(c4)C5CCCCC5)c(c46)oc(cc6=O)-c7ccccc7

Level: 4

Mol. Weight: 872.83 g/mol

Structure

SMILES: C1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c4=O)coc(c45)ccc(c5)C6CCCCC6

Level: 3

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(c4=O)coc(c45)ccc(c5)C6CCCCC6

Level: 3

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)Cc(cc(c3)C4CCCCC4)c(c35)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)Cc(c(c45)occc4=O)cc(c5)C6CCCCC6

Level: 3

Mol. Weight: 872.83 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3=O)c(-c4ccccc4)oc(c35)ccc(c5)C6CCCCC6

Level: 3

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)Cc(ccc4)c(c45)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)Cc(c(c34)occc3=O)cc(c4)C5CCCCC5

Level: 2

Mol. Weight: 872.83 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3=O)coc(c34)ccc(c4)C5CCCCC5

Level: 2

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)Cc(ccc3)c(c34)oc(cc4=O)-c5ccccc5

Level: 2

Mol. Weight: 872.83 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 2

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCC4

Level: 2

Mol. Weight: 872.83 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c3=O)coc(c34)cccc4

Level: 1

Mol. Weight: 872.83 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCC3

Level: 1

Mol. Weight: 872.83 g/mol

Structure

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

Level: 1

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 872.83 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 872.83 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 872.83 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.13
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1436.93
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
188714.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
69.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor

Excretion

Clearance
5.04
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-4385.23
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.95
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.08
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-342497101.23
Rat (Acute)
2.68
Rat (Chronic Oral)
4.9
Fathead Minnow
432339.88
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
38513231.18
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-7.55
Log(P)
2.36
Log S
-4.96
Log(Vapor Pressure)
-1268134.63
Melting Point
301.47
pKa Acid
-9179.69
pKa Basic
-48.95
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 0.9485
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9485
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8836
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8836
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8442
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8442
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8177
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8177
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8049
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8049
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7928
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7928
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7633
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7633
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7587
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7587
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7419
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7419
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7375
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7375
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7254
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7254
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7165
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7165
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7140
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7140

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