Kaempferol-3-rhamnoside-7-glucouronic acid - Compound Card

Kaempferol-3-rhamnoside-7-glucouronic acid

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Kaempferol-3-rhamnoside-7-glucouronic acid

Structure
Zoomed Structure
  • Family: Plantae - Caryophyllaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles Oc1ccc(cc1)c1oc2cc(O[C@H]3O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]3O)O)O)cc(c2c(=O)c1OC1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
InChI InChI=1S/C27H28O16/c1-8-15(30)17(32)20(35)26(39-8)42-23-16(31)14-12(29)6-11(7-13(14)41-22(23)9-2-4-10(28)5-3-9)40-27-21(36)18(33)19(34)24(43-27)25(37)38/h2-8,15,17-21,24,26-30,32-36H,1H3,(H,37,38)/t8-,15-,17+,18+,19+,20+,21-,24+,26?,27-/m0/s1
InChIKey MKGZGCPBKPSTST-ONVBXWCHSA-N
Formula C27H28O16
HBA 15
HBD 9
MW 608.51
Rotatable Bonds 6
TPSA 266.27
LogP -1.65
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.41
Exact Mass 608.14
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Pteranthus dichotomus Caryophyllaceae Plantae 325512

Showing of synonyms

  • Atta EM, Nassar AA, et al. (2013). New flavonoid glycoside and pharmacological activities of Pteranthus dichotomus Forssk.. Records of Natural Products,2013,7(2),69-79. [View]
Pubchem: 162995477

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC5CCCCO5

Level: 3

Mol. Weight: 608.51 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC4CCCCO4

Level: 2

Mol. Weight: 608.51 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 608.51 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 608.51 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 608.51 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 608.51 g/mol

Structure

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

Level: 1

Mol. Weight: 608.51 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 608.51 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 608.51 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 608.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.290
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
8.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.040
Plasma Protein Binding
81.94
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
3.420
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.500
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.810
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.910
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
-13322.900
Rat (Acute)
2.120
Rat (Chronic Oral)
4.930
Fathead Minnow
27.710
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
502.620
Hydration Free Energy
-3.030
Log(D) at pH=7.4
-1.730
Log(P)
-0.54
Log S
-3.91
Log(Vapor Pressure)
-14.58
Melting Point
231.16
pKa Acid
2.81
pKa Basic
6.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9456
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9456
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9111
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9111
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8725
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8725
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.8549
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.8549
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8388
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8388
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8364
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8364
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8267
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8267
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8144
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8144
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8125
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8125
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8046
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8046
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8035
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8035
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7972
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7972
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7876
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7876
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7805
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7805
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7781
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7781
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7773
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7773
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7722
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7722
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7716
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7716
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7672
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7672
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7561
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7561
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7467
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7467
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7431
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7431
2-dehydro-3-deoxyphosphooctonate aldolase P0A715 KDSA_ECOLI Escherichia coli 3 0.7396
2-dehydro-3-deoxyphosphooctonate aldolase P0A715 KDSA_ECOLI Escherichia coli 3 0.7396
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7350
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7350
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7306
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7306
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7306
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7306
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7250
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7250
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7150
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7150
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7143
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7143
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7100
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7100
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7092
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7092
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7083
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7083
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7076
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7076
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7072
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7072
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7051
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7051
Putative choline kinase Q5CUP2 Q5CUP2_CRYPI Cryptosporidium parvum 3 0.7040
Putative choline kinase Q5CUP2 Q5CUP2_CRYPI Cryptosporidium parvum 3 0.7040
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7002
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7002

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