ANPDB

Select a section from the left sidebar

Juncutol

Family: Plantae - Juncaceae
Kingdom: Plantae
Class: Phenanthrenoid

Canonical Smiles	CC1c2cc(O)c(c3c2c2c1cc(O)c(c2CC3)C)C
InChI	InChI=1S/C18H18O2/c1-8-13-6-15(19)9(2)11-4-5-12-10(3)16(20)7-14(8)18(12)17(11)13/h6-8,19-20H,4-5H2,1-3H3
InChIKey	WMFIUAIMRLTGGU-UHFFFAOYSA-N
Formula	C₁₈H₁₈O₂
HBA	2
HBD	2
MW	266.34
Rotatable Bonds	0
TPSA	40.46
LogP	3.95
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	20
Formal Charge	0
Fraction CSP3	0.33
Exact Mass	266.13
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Juncus acutus	Juncaceae	Plantae	308385

Showing of synonyms

Behery FAA, Naeem ZEM, et al. (2007). Phenanthrenoids from Juncus acutus L., new natural lipopolysaccharide-inducible nitric oxide synthase inhibitors.. Chemical and Pharmaceutical Bulletin,2007,55(8),1264-1266. [View] [PubMed]

Pubchem: 17757757

Cas: 1021950-14-0

Zinc: ZINC000085953717

Nmrshiftdb2: 60045114

Chembl: CHEMBL5278340

No compound-protein relationship available.

SMILES: c12c3c4cccc3CCc2cccc1C4

Level: 0

Mol. Weight: 266.34 g/mol

Anti-inflammatory

Absorption

Caco-2 (logPapp): -4.96
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.5
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.5

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.59
Plasma Protein Binding: 48.1
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: Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 7.59
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 2.19
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.71
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 5.82
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: Toxic
T. Pyriformis: 5.31
Rat (Acute): 1.91
Rat (Chronic Oral): 2.65
Fathead Minnow: 4.56
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 385.22
Hydration Free Energy: -7.61
Log(D) at pH=7.4: 3.49
Log(P): 4.65
Log S: -4.03
Log(Vapor Pressure): -6.68
Melting Point: 208.25
pKa Acid: 9.76
pKa Basic: 7.92

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	4	0.9288
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	4	0.9288
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8975
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8975
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.8946
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.8946
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8834
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8834
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8772
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8772
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8757
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8757
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8680
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8680
Tubulin alpha chain	D0VWZ0	D0VWZ0_SHEEP	Ovis aries	4	0.8447
Tubulin alpha chain	D0VWZ0	D0VWZ0_SHEEP	Ovis aries	4	0.8447
11-beta-hydroxysteroid dehydrogenase 1	Q6QLL4	DHI1_CAVPO	Cavia porcellus	3	0.8375
11-beta-hydroxysteroid dehydrogenase 1	Q6QLL4	DHI1_CAVPO	Cavia porcellus	3	0.8375
Tubulin alpha-1B chain	P81947	TBA1B_BOVIN	Bos taurus	3	0.8349
Tubulin alpha-1B chain	P81947	TBA1B_BOVIN	Bos taurus	3	0.8349
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8318
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8318
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.8194
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	3	0.8194
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8133
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8133
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.8117
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.8117
Tubulin alpha-1B chain	P81947	TBA1B_BOVIN	Bos taurus	4	0.8111
Tubulin alpha-1B chain	P81947	TBA1B_BOVIN	Bos taurus	4	0.8111
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8039
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8039
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7867
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7867
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7807
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7807
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7786
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7786
Serine/threonine-protein kinase PLK2	Q9NYY3	PLK2_HUMAN	Homo sapiens	3	0.7750
Serine/threonine-protein kinase PLK2	Q9NYY3	PLK2_HUMAN	Homo sapiens	3	0.7750
Sulfotransferase 1E1	P49891	ST1E1_MOUSE	Mus musculus	4	0.7659
Sulfotransferase 1E1	P49891	ST1E1_MOUSE	Mus musculus	4	0.7659
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7645
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7645
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7635
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7635
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7622
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7622
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7620
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7620
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7589
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7589
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7587
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	3	0.7587
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.7565
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.7565
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7559
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7559
Alpha-1-acid glycoprotein 2	P19652	A1AG2_HUMAN	Homo sapiens	3	0.7552
Alpha-1-acid glycoprotein 2	P19652	A1AG2_HUMAN	Homo sapiens	3	0.7552
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7546
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7546
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7484
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7484
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7442
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7442
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7423
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7423
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7404
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7404
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7391
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7391
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7390
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7390
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7367
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7367
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7313
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7313
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7309
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7309
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7292
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7292
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7280
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7280
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	4	0.7276
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	4	0.7276
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7268
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7268
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7266
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7266
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7237
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7237
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	3	0.7230
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	3	0.7230
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7197
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7197
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7186
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7186
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	4	0.7147
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	4	0.7147
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7101
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7101
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	4	0.7051
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	4	0.7051
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7016
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7016

Download SDF