Molecule

Balanol

AlkaPlorer ID: AK035757

Synonym: None

IUPAC Name: 2-[2,6-dihydroxy-4-[(3R,4R)-3-[(4-hydroxybenzoyl)amino]azepan-4-yl]oxycarbonylbenzoyl]-3-hydroxybenzoic acid

Structure

SMILES: O=C(N[C@@H]1CNCCC[C@H]1OC(=O)C1=CC(O)=C(C(=O)C2=C(O)C=CC=C2C(=O)O)C(O)=C1)C1=CC=C(O)C=C1

InChI: InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)/t18-,22-/m1/s1

InChIKey: XYUFCXJZFZPEJD-XMSQKQJNSA-N

Reference

Balanol: a novel and potent inhibitor of protein kinase C from the fungus Verticillium balanoides

PubChem CID: 5287736

LOTUS: LTS0098300

SuperNatural Ⅲ: SN0443688-02

{

NPAtlas: NPA016780

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Verticillium	Plectosphaerellaceae	Glomerellales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 550.5200000000003

TPSA？: 202.72

MolLogP？: 2.145599999999999

Number of H-Donors: 7

Number of H-Acceptors: 10

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Beta-adrenergic receptor kinase 1	IC50	35.0	nM	10.1021/acs.jmedchem.5b01939
Bos taurus	G protein-coupled receptor kinase 5	IC50	440.0	nM	10.1021/acs.jmedchem.5b01939
Bos taurus	Rhodopsin kinase	IC50	4100.0	nM	10.1021/acs.jmedchem.5b01939
Homo sapiens	Beta-adrenergic receptor kinase 2	IC50	47.0	nM	10.1021/jm9017515
Homo sapiens	cAMP-dependent protein kinase alpha-catalytic subunit	IC50	50.0	nM	10.1021/jm960497g
Homo sapiens	cAMP-dependent protein kinase alpha-catalytic subunit	Kd	3.9	nM	10.1021/acs.jmedchem.5b01939
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	4.0	nM	10.1021/acs.jmedchem.1c01031
Homo sapiens	cAMP-dependent protein kinase (PKA)	Ki	4.7	nM	10.1021/jm050524f
Homo sapiens	cGMP-dependent protein kinase 1 beta	Kd	1.6	nM	10.1021/acs.jmedchem.5b01939
Homo sapiens	G-protein coupled receptor kinase 2	IC50	42.0	nM	10.1021/jm9017515
Homo sapiens	G protein-coupled receptor kinase 4	IC50	260.0	nM	10.1021/jm9017515
Homo sapiens	G protein-coupled receptor kinase 5	IC50	160.0	nM	10.1021/jm9017515
Homo sapiens	G protein-coupled receptor kinase 6	IC50	490.0	nM	10.1021/jm9017515
Homo sapiens	G protein-coupled receptor kinase 7	IC50	180.0	nM	10.1021/jm9017515
Homo sapiens	Homo sapiens	IC50	10000.0	nM	10.1016/0960-894X(95)00361-V
Homo sapiens	Protein kinase C alpha	IC50	0.074	None	10.1021/jm000443d
Homo sapiens	Protein kinase C alpha	IC50	30.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C alpha	IC50	30.0	nM	10.1021/jm960497g
Homo sapiens	Protein kinase C alpha	IC50	30.0	nM	10.1021/jm960581w
Homo sapiens	Protein kinase C alpha	IC50	67.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C alpha	IC50	70.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C alpha	IC50	74.0	nM	10.1016/0960-894X(95)00361-V
Homo sapiens	Protein kinase C alpha	IC50	74.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C alpha	Kd	6.4	nM	10.1021/acs.jmedchem.5b01939
Homo sapiens	Protein kinase C beta	IC50	10.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C beta	IC50	10.0	nM	10.1021/jm960497g
Homo sapiens	Protein kinase C beta	IC50	10.0	nM	10.1021/jm960581w
Homo sapiens	Protein kinase C beta	IC50	30.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C beta	IC50	30.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C beta	IC50	32.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C beta	IC50	40.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C beta	IC50	44.0	nM	10.1016/0960-894X(95)00361-V
Homo sapiens	Protein kinase C beta	IC50	44.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C beta	Kd	1.8	nM	10.1021/acs.jmedchem.5b01939
Homo sapiens	Protein kinase C delta	IC50	4.0	nM	10.1021/jm960497g
Homo sapiens	Protein kinase C delta	IC50	16.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C delta	IC50	20.0	nM	10.1021/jm960581w
Homo sapiens	Protein kinase C delta	IC50	23.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C delta	IC50	30.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C delta	IC50	32.0	nM	10.1016/0960-894X(95)00361-V
Homo sapiens	Protein kinase C delta	IC50	32.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C epsilon	IC50	10.0	nM	10.1021/jm960497g
Homo sapiens	Protein kinase C epsilon	IC50	20.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C epsilon	IC50	20.0	nM	10.1021/jm960581w
Homo sapiens	Protein kinase C epsilon	IC50	38.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C epsilon	IC50	49.0	nM	10.1016/0960-894X(95)00361-V
Homo sapiens	Protein kinase C epsilon	IC50	49.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C epsilon	IC50	50.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C eta	IC50	3.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C eta	IC50	3.0	nM	10.1021/jm960497g
Homo sapiens	Protein kinase C eta	IC50	3.0	nM	10.1021/jm960581w
Homo sapiens	Protein kinase C eta	IC50	4.0	nM	10.1021/acs.jmedchem.1c01031
Homo sapiens	Protein kinase C eta	IC50	20.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C eta	IC50	20.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C eta	IC50	22.0	nM	10.1016/0960-894X(95)00361-V
Homo sapiens	Protein kinase C eta	IC50	22.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C gamma	IC50	10.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C gamma	IC50	10.0	nM	10.1021/jm960581w
Homo sapiens	Protein kinase C gamma	IC50	20.0	nM	10.1021/jm960497g
Homo sapiens	Protein kinase C gamma	IC50	30.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C gamma	IC50	30.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C gamma	IC50	34.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C (PKC)	Ki	5.3	nM	10.1021/jm050524f
Homo sapiens	Protein kinase C zeta	IC50	3500.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C zeta	IC50	3500.0	nM	10.1016/0960-894X(95)00365-Z
Homo sapiens	Protein kinase C zeta	IC50	3500.0	nM	10.1016/0960-894X(95)00367-3
Homo sapiens	Protein kinase C zeta	IC50	5900.0	nM	10.1016/0960-894X(95)00344-S
Homo sapiens	Protein kinase C zeta	IC50	7400.0	nM	10.1021/jm960497g
Homo sapiens	Rhodopsin kinase	IC50	340.0	nM	10.1021/jm9017515
Homo sapiens	Tyrosine-protein kinase SRC	IC50	10000.0	nM	10.1021/jm960581w
None	Unchecked	IC50	4.0	nM	10.1021/jm1013693
None	Unchecked	IC50	30.0	nM	10.1021/jm960581w
None	Unchecked	IC50	40.0	nM	10.1021/jm960581w
None	Unchecked	IC50	50.0	nM	10.1021/jm9017515
None	Unchecked	IC50	50000.0	nM	10.1021/jm960581w