6,6'' -Di-C-beta-glucopyranosyl-methylene-(8,8'')-biapigenin
- 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]
No compound-protein relationship available.
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
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
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
SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(c(c45)occc4=O)cc(c5)C6CCCCO6
Level: 3
Mol. Weight: 876.77 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)Cc(cc(c3)C4CCCCO4)c(c35)oc(cc5=O)-c6ccccc6
Level: 3
Mol. Weight: 876.77 g/mol
SMILES: O1CCCCC1c(c2)cc(c(c23)occc3=O)Cc(ccc4)c(c45)oc(cc5=O)-c6ccccc6
Level: 3
Mol. Weight: 876.77 g/mol
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
SMILES: O=c1ccoc(c12)c(ccc2)Cc(c(c34)occc3=O)cc(c4)C5CCCCO5
Level: 2
Mol. Weight: 876.77 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)Cc(ccc3)c(c34)oc(cc4=O)-c5ccccc5
Level: 2
Mol. Weight: 876.77 g/mol
SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4
Level: 2
Mol. Weight: 876.77 g/mol
SMILES: O=c1ccoc(c12)c(ccc2)Cc(ccc3)c(c34)occc4=O
Level: 1
Mol. Weight: 876.77 g/mol
SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3
Level: 1
Mol. Weight: 876.77 g/mol
SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3
Level: 1
Mol. Weight: 876.77 g/mol
SMILES: c1cccc(c12)occc2=O
Level: 0
Mol. Weight: 876.77 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 876.77 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 876.77 g/mol
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 |