Hoslundin - Compound Card

Hoslundin

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Hoslundin

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1cc2oc(cc(=O)c2c(c1c1coc(c(c1=O)OC)C)O)c1ccccc1
InChI InChI=1S/C23H18O7/c1-12-23(28-3)21(25)14(11-29-12)19-17(27-2)10-18-20(22(19)26)15(24)9-16(30-18)13-7-5-4-6-8-13/h4-11,26H,1-3H3
InChIKey FMCPZMXUDWPSID-UHFFFAOYSA-N
Formula C23H18O7
HBA 7
HBD 1
MW 406.39
Rotatable Bonds 4
TPSA 99.11
LogP 4.11
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 406.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Bidens pilosa Asteraceae Plantae 42337

Showing of synonyms

  • Sarker SD, Bartholomew B, et al. (2000). 5-O-methylhoslundin: An unusual flavonoid from Bidens pilosa (Asteraceae). Biochemical Systematics and Ecology,2000,28(6),591-593. [View] [PubMed]
Pubchem: 15726096
Nmrshiftdb2: 60060101

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)-c4c(=O)ccoc4

Level: 2

Mol. Weight: 406.39 g/mol

Structure

SMILES: O=c1ccoc(c12)ccc(c2)-c3c(=O)ccoc3

Level: 1

Mol. Weight: 406.39 g/mol

Structure

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

Level: 1

Mol. Weight: 406.39 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 406.39 g/mol

Structure

SMILES: O=c1ccocc1

Level: 0

Mol. Weight: 406.39 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 406.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.690
Plasma Protein Binding
100.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.990
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.830
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.080
Micronucleos
Toxic
NR-AhR
Toxic
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
-32.220
Rat (Acute)
2.760
Rat (Chronic Oral)
1.850
Fathead Minnow
5.620
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
531.020
Hydration Free Energy
-5.540
Log(D) at pH=7.4
3.120
Log(P)
4.16
Log S
-5.95
Log(Vapor Pressure)
-9.61
Melting Point
203.67
pKa Acid
8.25
pKa Basic
2.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9540
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9540
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9330
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9330
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.9213
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.9213
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9046
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9046
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9013
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9013
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8923
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8923
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8835
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8835
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8759
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8759
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8668
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8668
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8634
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8634
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8543
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8543
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8417
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8417
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8363
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8363
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8351
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8351
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8289
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8289
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8177
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8177
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8084
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8084
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7996
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7996
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7925
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7925
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7901
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7901
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 4 0.7858
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 4 0.7858
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7834
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7834
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7806
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7806
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7774
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7774
Antitumor antibiotic C-1027 apoprotein Q06110 CAGA_STRGL Streptomyces globisporus 2 0.7723
Antitumor antibiotic C-1027 apoprotein Q06110 CAGA_STRGL Streptomyces globisporus 2 0.7723
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7648
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7648
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7620
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7620
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7565
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7565
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7522
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7522
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7512
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7512
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7482
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7482
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7473
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7473
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7464
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7464
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7457
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7457
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7408
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7408
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 4 0.7407
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 4 0.7407
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7397
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7397
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7366
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7366
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7365
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7365
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7363
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7363
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7327
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7327
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7310
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7310
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7233
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7233
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7232
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7232
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7228
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7228
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7220
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7220
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7207
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7207
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7202
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7202
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7178
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7178
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7170
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7170
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.7160
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.7160
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7138
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7138
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7129
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7129
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7110
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7110
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7109
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7109
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7084
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7084
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 5 0.7077
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 5 0.7077
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7047
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7047
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7044
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7044
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7028
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7028
Neutrophil collagenase P22894 MMP8_HUMAN Homo sapiens 3 0.7027
Neutrophil collagenase P22894 MMP8_HUMAN Homo sapiens 3 0.7027
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7019
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7019
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7006
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7006

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