ANPDB

Select a section from the left sidebar

Isojamaicin

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

Canonical Smiles	COc1cc(cc2c1OCO2)c1coc2c(c1=O)ccc1c2C=CC(O1)(C)C
InChI	InChI=1S/C22H18O6/c1-22(2)7-6-13-16(28-22)5-4-14-19(23)15(10-25-20(13)14)12-8-17(24-3)21-18(9-12)26-11-27-21/h4-10H,11H2,1-3H3
InChIKey	FIJFZZZLQKGDMK-UHFFFAOYSA-N
Formula	C₂₂H₁₈O₆
HBA	6
HBD	0
MW	378.38
Rotatable Bonds	2
TPSA	67.13
LogP	4.38
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.23
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

Showing of synonyms

Derese S, Barasa L, et al. (2014). 4'-Prenyloxyderrone from the stem bark of Millettia oblata ssp. teitensis and the antiplasmodial activities of isoflavones from some Millettia species.. Phytochemistry Letters,2014,31(8),69-72. [View] [PubMed]
Derese S, Yenesew A, et al. (2003). A new isoflavone from stem bark of Millettia dura. Bulletin of the Chemical Society of Ethiopia,2003,17(1),113-115. [View] [PubMed]

Pubchem: 7330537

Cas: 124596-68-5

Zinc: ZINC000004716527

Nmrshiftdb2: 70009534

No compound-protein relationship available.

SMILES: O1COc(c12)ccc(c2)-c(c3=O)coc(c34)c5c(cc4)OCC=C5

Level: 1

Mol. Weight: 378.38 g/mol

SMILES: O=c1ccoc(c12)c3c(cc2)OCC=C3

Level: 0

Mol. Weight: 378.38 g/mol

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 378.38 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp): -4.92
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: -0.84

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.610
Plasma Protein Binding: 81.07
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 9.360
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.930
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.010
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.630
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: Safe
T. Pyriformis: -16.670
Rat (Acute): 3.490
Rat (Chronic Oral): 1.330
Fathead Minnow: 5.560
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 487.820
Hydration Free Energy: -6.180
Log(D) at pH=7.4: 3.060
Log(P): 4.78
Log S: -5.36
Log(Vapor Pressure): -8.73
Melting Point: 176.3
pKa Acid: 9.09
pKa Basic: 1.4

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9608
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9608
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9314
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9314
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9119
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9119
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9023
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9023
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.9002
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.9002
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8842
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8842
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8718
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8718
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.8583
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.8583
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8490
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8490
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8175
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8175
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8095
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8095
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8036
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8036
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7975
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7975
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7959
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7959
Beta-2-microglobulin	P61769	B2MG_HUMAN	Homo sapiens	3	0.7930
Beta-2-microglobulin	P61769	B2MG_HUMAN	Homo sapiens	3	0.7930
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7897
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.7897
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7892
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7892
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7818
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7818
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7818
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7818
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7804
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7804
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7800
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7800
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7750
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7750
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7681
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7681
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7662
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7662
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7652
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7652
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7567
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7567
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7547
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7547
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7542
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7542
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7514
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7514
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7511
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7511
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7511
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7511
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	4	0.7381
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	4	0.7381
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7362
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7362
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	2	0.7345
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	2	0.7345
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7295
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7295
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	2	0.7287
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	2	0.7287
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7284
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7284
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7278
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7278
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7275
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	2	0.7275
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7275
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7275
Poly [ADP-ribose] polymerase tankyrase-1	O95271	TNKS1_HUMAN	Homo sapiens	4	0.7231
Poly [ADP-ribose] polymerase tankyrase-1	O95271	TNKS1_HUMAN	Homo sapiens	4	0.7231
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7223
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7223
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7220
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7220
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7217
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7217
F420-dependent NADP reductase	O29370	FNO_ARCFU	Archaeoglobus fulgidus	3	0.7214
F420-dependent NADP reductase	O29370	FNO_ARCFU	Archaeoglobus fulgidus	3	0.7214
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7210
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7210
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7206
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7206
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7195
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7195
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7194
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7194
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	2	0.7175
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	2	0.7175
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.7158
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.7158
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7134
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7134
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7133
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7133
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7130
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7130
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7122
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7122
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7108
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7108
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7082
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7082
Aldehyde dehydrogenase, mitochondrial	P05091	ALDH2_HUMAN	Homo sapiens	4	0.7081
Aldehyde dehydrogenase, mitochondrial	P05091	ALDH2_HUMAN	Homo sapiens	4	0.7081
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7068
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7068
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7067
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7067
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7060
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7060
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	2	0.7058
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	2	0.7058
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7050
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7050
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7046
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.7046
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7031
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7031
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7019
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7019
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7000
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7000

Download SDF