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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone-Di-C-Glycoside
Canonical Smiles OCC1O[C@@H]([C@@H]([C@H](C1O)O)O)c1c(O)c(Cc2c(O)c(C3OC(CO)[C@@H]([C@@H]([C@@H]3O)O)O)c(c3c2oc(cc3=O)c2ccc(cc2)O)O)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
InChI InChI=1S/C43H40O20/c44-12-24-32(52)36(56)38(58)42(62-24)28-30(50)18(40-26(34(28)54)20(48)10-22(60-40)14-1-5-16(46)6-2-14)9-19-31(51)29(43-39(59)37(57)33(53)25(13-45)63-43)35(55)27-21(49)11-23(61-41(19)27)15-3-7-17(47)8-4-15/h1-8,10-11,24-25,32-33,36-39,42-47,50-59H,9,12-13H2/t24?,25?,32-,33?,36-,37-,38-,39+,42?,43+/m0/s1
InChIKey AUCIHZUVAAAFBE-CLWCJOSCSA-N
Formula C43H40O20
HBA 20
HBD 14
MW 876.77
Rotatable Bonds 8
TPSA 362.1
LogP 0.09
Number Rings 8
Number Aromatic Rings 6
Heavy Atom Count 63
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 876.21
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: 162817267

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(cc(c3)C4CCCCO4)Cc(cc(c5)C6CCCCO6)c(c57)oc(cc7=O)-c8ccccc8

Level: 5

Mol. Weight: 876.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(cc(c4)C5CCCCO5)c(c46)oc(cc6=O)-c7ccccc7

Level: 4

Mol. Weight: 876.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(cc(c4)C5CCCCO5)c(c46)oc(cc6=O)-c7ccccc7

Level: 4

Mol. Weight: 876.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c(c45)occc4=O)cc(c5)C6CCCCO6

Level: 3

Mol. Weight: 876.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(cc(c3)C4CCCCO4)c(c35)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 876.77 g/mol

Structure

SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(ccc4)c(c45)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 876.77 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(ccc3)Cc(ccc4)c(c45)oc(cc5=O)-c6ccccc6

Level: 3

Mol. Weight: 876.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(c(c34)occc3=O)cc(c4)C5CCCCO5

Level: 2

Mol. Weight: 876.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(ccc3)c(c34)oc(cc4=O)-c5ccccc5

Level: 2

Mol. Weight: 876.77 g/mol

Structure

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

Level: 2

Mol. Weight: 876.77 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)Cc(ccc3)c(c34)occc4=O

Level: 1

Mol. Weight: 876.77 g/mol

Structure

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

Level: 1

Mol. Weight: 876.77 g/mol

Structure

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

Level: 1

Mol. Weight: 876.77 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 876.77 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 876.77 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 876.77 g/mol

Immunomodulatory

Absorption

Caco-2 (logPapp)
-6.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1452.66
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
190804.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.64
Plasma Protein Binding
50.21
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
Inhibitor

Excretion

Clearance
4.89
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-4431.67
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.06
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.11
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
-346287371.95
Rat (Acute)
2.61
Rat (Chronic Oral)
5.26
Fathead Minnow
437123.88
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
38938765.9
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-9.55
Log(P)
2.35
Log S
-5.7
Log(Vapor Pressure)
-1282162.73
Melting Point
266.91
pKa Acid
-9285.75
pKa Basic
-49.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8676
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8676
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8550
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8550
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8529
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8529
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8292
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8292
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8185
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8185
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7834
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7834
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7802
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7802
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7765
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7765
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.7693
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.7693
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7614
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7614
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7468
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7468
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7275
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7275
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.7200
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.7200
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7150
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7150
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7050
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7050
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7048
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7048
Steroid 3-ketoacyl-CoA thiolase I6XHI4 FADA5_MYCTU Mycobacterium tuberculosis 3 0.7025
Steroid 3-ketoacyl-CoA thiolase I6XHI4 FADA5_MYCTU Mycobacterium tuberculosis 3 0.7025
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7022
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7022
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7014
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7014

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