Dorspoinsettifolin - Compound Card

Dorspoinsettifolin

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Dorspoinsettifolin

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Prenylated Flavonoid
Canonical Smiles COc1ccc(cc1)C1CC(=O)c2c(O1)c1C=CC(Oc1cc2)(C)C
InChI InChI=1S/C21H20O4/c1-21(2)11-10-16-18(25-21)9-8-15-17(22)12-19(24-20(15)16)13-4-6-14(23-3)7-5-13/h4-11,19H,12H2,1-3H3
InChIKey WCVZOMYIGNKERA-UHFFFAOYSA-N
Formula C21H20O4
HBA 4
HBD 0
MW 336.39
Rotatable Bonds 2
TPSA 44.76
LogP 4.59
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 336.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dorstenia poinsettiifolia Moraceae Plantae 2605000

Showing of synonyms

  • Ngadjui BT, Kapche GW, et al. (1999). Prenylated flavonoids and a dihydro-4-phenylcoumarinfrom Dorstenia poinsettifolia. Phytochemistry, 1999, 51(1), 119-123. [View]
Pubchem: 12109666
Chebi: 180255
Bindingdb: 50505205

No compound-protein relationship available.

Structure

SMILES: C1=CCOc2ccc(c3c12)C(=O)CC(O3)c4ccccc4

Level: 1

Mol. Weight: 336.39 g/mol

Structure

SMILES: O1CCC(=O)c(c1c23)ccc2OCC=C3

Level: 0

Mol. Weight: 336.39 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 336.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.87
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.500
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.410
Plasma Protein Binding
62.54
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.030
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.350
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.310
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.230
Micronucleos
Safe
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
1.950
Rat (Acute)
2.690
Rat (Chronic Oral)
2.010
Fathead Minnow
4.970
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
434.710
Hydration Free Energy
-6.420
Log(D) at pH=7.4
3.890
Log(P)
4.61
Log S
-6.01
Log(Vapor Pressure)
-7.03
Melting Point
113.71
pKa Acid
11.02
pKa Basic
5.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9217
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9181
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9102
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.9071
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9003
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8966
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8847
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8716
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8667
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8665
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8590
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8550
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8509
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8469
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8464
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8365
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8349
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8314
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8292
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8205
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8194
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8084
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7989
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7982
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7972
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7964
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7812
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7810
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7720
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7707
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7661
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7597
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7580
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7549
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7546
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7520
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7510
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7504
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7477
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7471
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7464
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7434
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7428
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7419
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7418
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 2 0.7413
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7410
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7395
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7393
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7380
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7380
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7359
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7245
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7235
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7228
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7216
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7197
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7178
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7166
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7150
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7128
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7122
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7120
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7115
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7105
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7104
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7102
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7093
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7063
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7061
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7057
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7049
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7040
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7032
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7030
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7021
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7019
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7012
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7001

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