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Macafolias B

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol

Canonical Smiles	COc1c(O)cc(cc1CC=C(C)C)c1oc2c(CC=C(C)C)c(O)c(c(c2c(=O)c1O)O)CC=C(C)C
InChI	InChI=1S/C31H36O7/c1-16(2)8-11-19-14-20(15-23(32)29(19)37-7)30-28(36)27(35)24-26(34)21(12-9-17(3)4)25(33)22(31(24)38-30)13-10-18(5)6/h8-10,14-15,32-34,36H,11-13H2,1-7H3
InChIKey	NFXFYCMRHMHYHF-UHFFFAOYSA-N
Formula	C₃₁H₃₆O₇
HBA	7
HBD	4
MW	520.62
Rotatable Bonds	8
TPSA	120.36
LogP	6.82
Number Rings	3
Number Aromatic Rings	3
Heavy Atom Count	38
Formal Charge	0
Fraction CSP3	0.32
Exact Mass	520.25
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Macaranga hurifolia	Euphorbiaceae	Plantae	396461

Showing of synonyms

Pagna JI M, Awazi T, et al. (2022). Antibacterial flavonoids from the fruits of Macaranga hurifolia.. Journal of Asian natural products research,2022, 24(11), 1041-1051. [View] [PubMed]

No compound-protein relationship available.

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

Level: 1

Mol. Weight: 520.62 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 520.62 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 520.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.51
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.050
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.02

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.140
Plasma Protein Binding: 86.63
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: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 7.390
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.660
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.780
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 7.970
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: -694.160
Rat (Acute): 2.270
Rat (Chronic Oral): 3.470
Fathead Minnow: 7.530
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 536.880
Hydration Free Energy: -3.180
Log(D) at pH=7.4: 3.930
Log(P): 7.72
Log S: -7.13
Log(Vapor Pressure): -8.86
Melting Point: 203.13
pKa Acid: 8.43
pKa Basic: 7.34

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.8797
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8735
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8712
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8509
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8480
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8453
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.8377
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8308
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	3	0.8293
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8163
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.8148
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8120
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.8058
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	4	0.8050
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8011
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.7995
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	4	0.7976
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7955
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7950
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7949
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7758
Phosphodiesterase	Q53I60	Q53I60_TRYCR	Trypanosoma cruzi	4	0.7741
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7731
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7662
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7608
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7601
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7561
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7482
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.7457
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.7449
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	4	0.7412
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7412
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7389
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7378
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	4	0.7376
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7358
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.7333
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7302
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7286
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	4	0.7272
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7252
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.7228
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7228
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.7213
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7195
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7190
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7181
Ribosomal RNA large subunit methyltransferase J	P37634	RLMJ_ECOLI	Escherichia coli	4	0.7166
Cyclin-dependent kinase 5	Q00535	CDK5_HUMAN	Homo sapiens	4	0.7164
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7152
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7138
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7134
NADPH--cytochrome P450 reductase	P00388	NCPR_RAT	Rattus norvegicus	4	0.7123
NADPH--cytochrome P450 reductase	P00388	NCPR_RAT	Rattus norvegicus	4	0.7078
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7048
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7016
Vascular endothelial growth factor receptor 2	P35968	VGFR2_HUMAN	Homo sapiens	3	0.7008
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7006

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