ANPDB

Select a section from the left sidebar

Mundulinol

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavanol

Canonical Smiles	CC(=CCc1c2O[C@H](c3ccccc3)[C@H](C(=O)c2c(c2c1OC(C)(C)C=C2)O)O)C
InChI	InChI=1S/C25H26O5/c1-14(2)10-11-17-23-16(12-13-25(3,4)30-23)19(26)18-20(27)21(28)22(29-24(17)18)15-8-6-5-7-9-15/h5-10,12-13,21-22,26,28H,11H2,1-4H3/t21-,22+/m0/s1
InChIKey	UNYRLLNPZQFKTP-FCHUYYIVSA-N
Formula	C₂₅H₂₆O₅
HBA	5
HBD	2
MW	406.48
Rotatable Bonds	3
TPSA	75.99
LogP	4.76
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	30
Formal Charge	0
Fraction CSP3	0.32
Exact Mass	406.18
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Mundulea sericea	Leguminosae/Fabaceae	Plantae	54460

Showing of synonyms

Chepkirui C, Ochieng PJ, et al. (2021). Antiplasmodial and antileishmanial flavonoids from Mundulea sericea. Fitoterapia,2021, 149(), 104796. [View] [PubMed]

Pubchem: 10363971

Cas: 71385-95-0

Zinc: ZINC000038628344

Nmrshiftdb2: 70015455

Chembl: CHEMBL491693

No compound-protein relationship available.

SMILES: O1CC=Cc(c2)c1cc(c23)OC(CC3=O)c4ccccc4

Level: 1

Mol. Weight: 406.48 g/mol

SMILES: O=C1CCOc(c12)cc3c(c2)C=CCO3

Level: 0

Mol. Weight: 406.48 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 406.48 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp): -4.76
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.71
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.6

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.25
Plasma Protein Binding: 94.47
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: Inhibitor
CYP 2C19 Substrate: Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 7.01
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.27
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.68
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.58
Micronucleos: Toxic
NR-AhR: Safe
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: Safe
T. Pyriformis: -23.87
Rat (Acute): 3.04
Rat (Chronic Oral): 2.26
Fathead Minnow: 4.94
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 463.25
Hydration Free Energy: -5.37
Log(D) at pH=7.4: 4.0
Log(P): 5.65
Log S: -5.46
Log(Vapor Pressure): -9.52
Melting Point: 180.53
pKa Acid: 6.85
pKa Basic: 4.52

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.9291
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8890
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8849
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8412
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8381
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8257
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8235
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.8152
HTH-type transcriptional regulator QacR	P0A0N3	QACR_STAAM	Staphylococcus aureus	3	0.8100
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8068
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7939
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7936
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7925
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7838
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7740
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7705
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7687
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.7675
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.7665
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7625
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7539
prolyl oligopeptidase	Q9X6R4	Q9X6R4_AERCA	Aeromonas caviae	2	0.7452
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7408
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.7406
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7403
Cyclin-dependent kinase 6	Q00534	CDK6_HUMAN	Homo sapiens	5	0.7352
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7339
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	2	0.7315
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	4	0.7312
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7305
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7305
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7278
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7270
Chymotrypsinogen A	P00766	CTRA_BOVIN	Bos taurus	3	0.7265
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	2	0.7249
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	2	0.7211
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7205
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7143
Protein mono-ADP-ribosyltransferase PARP15	Q460N3	PAR15_HUMAN	Homo sapiens	3	0.7135
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7093
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	2	0.7067
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7061
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	4	0.7054

Download SDF