Millettone - Compound Card

Millettone

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Millettone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Rotenoid
Canonical Smiles O=C1c2ccc3c(c2O[C@H]2[C@@H]1c1cc4OCOc4cc1OC2)C=CC(O3)(C)C
InChI InChI=1S/C22H18O6/c1-22(2)6-5-11-14(28-22)4-3-12-20(23)19-13-7-16-17(26-10-25-16)8-15(13)24-9-18(19)27-21(11)12/h3-8,18-19H,9-10H2,1-2H3/t18-,19+/m1/s1
InChIKey TXNSUHKZCOMFPN-MOPGFXCFSA-N
Formula C22H18O6
HBA 6
HBD 0
MW 378.38
Rotatable Bonds 0
TPSA 63.22
LogP 3.72
Number Rings 6
Number Aromatic Rings 2
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 378.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia dura Leguminosae/Fabaceae Plantae 62119
2 Millettia dura Leguminosae/Fabaceae Plantae 62119
3 Milletia dura Leguminosae/Fabaceae Plantae 1369122

Showing of synonyms

  • Yenesew A, Midiwo JO, et al. (1997). 6-Methoxycalpogonium Isoflavone A: A New Isoflavone from the Seed Pods of Millettia dura.. Journal of Natural Products,1997,60(8),806–807. [View] [PubMed]
  • Yenesew A, Derese S, et al. (2003). Effect of rotenoids from the seeds of Millettia dura on larvae of Aedes aegypti.. Pest Management Science,2003,59(10),1159-1161. [View] [PubMed]
  • Yenesew A, Kiplagat JT Mushibe EK Derese S, et al. (2005). Rotenoid derivatives from Kenyan Millettia and Derris species as larvicidal agents. Natural products and drug discovery, Proceedings of the 11th NAPRECA Symposium August 9-12, 2005, Hôtel Panorama, Antananarivo, Madagascar. [View] [PubMed]
Pubchem: 442810
Kegg Ligand: C10506
Chebi: 6937
Nmrshiftdb2: 70009410

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)cc3c(c2)C4C(CO3)Oc5c6c(ccc5C4=O)OCC=C6

Level: 0

Mol. Weight: 378.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.99
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.540
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.560
Plasma Protein Binding
86.58
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
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.850
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.170
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.350
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.100
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-23.870
Rat (Acute)
3.420
Rat (Chronic Oral)
1.470
Fathead Minnow
5.000
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
482.390
Hydration Free Energy
-5.720
Log(D) at pH=7.4
3.290
Log(P)
4.24
Log S
-5.69
Log(Vapor Pressure)
-9.7
Melting Point
197.8
pKa Acid
9.02
pKa Basic
2.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9727
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9727
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9211
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9211
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9081
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9081
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8487
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8487
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8241
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8241
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8026
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8026
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7811
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7811
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7556
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7556
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7501
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7501
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7487
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7487
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7433
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7433
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7432
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7432
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7426
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7426
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7423
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7423
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7416
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7416
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7413
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7413
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7407
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7407
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7316
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7316
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7293
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7293
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7234
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7234
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7205
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7205
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7134
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7134
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.7116
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.7116
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7058
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7058
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7050
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7050
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7043
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7043
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7036
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7036
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7008
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7008
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7005
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7005

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