ANPDB

Select a section from the left sidebar

Meliasendanin D

Family: Plantae - Solanaceae
Kingdom: Plantae
Class: Lignan
- Subclass: Neolignan

Canonical Smiles	OC[C@@H]([C@H](c1cc2c(c(c1)OC)O[C@@H]([C@H]2CO)c1ccc(c(c1)OC)O)O)O
InChI	InChI=1S/C20H24O8/c1-26-16-6-10(3-4-14(16)23)19-13(8-21)12-5-11(18(25)15(24)9-22)7-17(27-2)20(12)28-19/h3-7,13,15,18-19,21-25H,8-9H2,1-2H3/t13-,15-,18-,19+/m0/s1
InChIKey	APJXMEVQVACVMD-KNEBKQPDSA-N
Formula	C₂₀H₂₄O₈
HBA	8
HBD	5
MW	392.4
Rotatable Bonds	7
TPSA	128.84
LogP	1.01
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.4
Exact Mass	392.15
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Lycium schweinfurthii	Solanaceae	Plantae	416539

Showing of synonyms

Elbermawi A, Halim A.F, et al. (2022). Lycium schweinfurthii: new secondary metabolites and their cytotoxic activities. Natural product research,2022, 36(20), 5134-5141. [View] [PubMed]

Pubchem: 26208563

Cas: 1820034-05-6

Zinc: ZINC000014710225

No compound-protein relationship available.

SMILES: c1cccc(c12)OC(C2)c3ccccc3

Level: 1

Mol. Weight: 392.4 g/mol

SMILES: C1COc(c12)cccc2

Level: 0

Mol. Weight: 392.4 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 392.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.95
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.13
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -1.88

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.88
Plasma Protein Binding: 73.99
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: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 12.04
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.69
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.89
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.08
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: -12.78
Rat (Acute): 2.29
Rat (Chronic Oral): 3.32
Fathead Minnow: 4.03
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 480.58
Hydration Free Energy: -9.2
Log(D) at pH=7.4: 1.12
Log(P): -0.72
Log S: -3.48
Log(Vapor Pressure): -9.03
Melting Point: 170.42
pKa Acid: 7.46
pKa Basic: 2.3

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.9329
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.9325
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.9296
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.8972
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8805
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8790
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8628
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.8626
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	4	0.8560
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8531
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8515
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8474
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8473
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8387
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8289
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8257
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8232
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.8214
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8171
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8169
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8143
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8113
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.8083
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8028
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8028
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8015
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7928
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7887
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7879
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7873
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7856
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7832
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7822
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	3	0.7783
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7739
Alpha amylase	B8CZ54	B8CZ54_HALOH	Halothermothrix orenii	3	0.7737
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7726
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	4	0.7709
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7703
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7688
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7657
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7655
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7643
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7643
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7640
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7624
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7617
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7588
Pteridine reductase 1	Q01782	PTR1_LEIMA	Leishmania major	3	0.7587
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7575
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7562
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7561
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7556
Proliferating cell nuclear antigen	P12004	PCNA_HUMAN	Homo sapiens	3	0.7506
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7502
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7480
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7444
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7395
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7360
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7354
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7310
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7308
Methylmalonyl-CoA decarboxylase	P52045	SCPB_ECOLI	Escherichia coli	3	0.7305
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7283
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7278
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7237
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7235
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7228
Thymidylate synthase	P0A886	TYSY_ECO57	Escherichia coli O157:H7	3	0.7205
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7194
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	P0AF12	MTNN_ECOLI	Escherichia coli	3	0.7193
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7180
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7174
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7170
14-3-3 protein gamma	P61981	1433G_HUMAN	Homo sapiens	3	0.7157
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7151
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7147
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7147
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7146
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7141
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7136
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7130
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.7118
Lethal factor	P15917	LEF_BACAN	Bacillus anthracis	3	0.7116
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7114
Phytohormone-binding protein CSBP	A0A1S3THR8	PHBP_VIGRR	Vigna radiata var. radiata	3	0.7106
dTDP-4-dehydrorhamnose 3,5-epimerase	A0A6L7H6N0	A0A1S0QLH9_BACAN	Bacillus anthracis	3	0.7100
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7084
Ethylene receptor 1	P49333	ETR1_ARATH	Arabidopsis thaliana	3	0.7064
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7055
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7055
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7048
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7046
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7043
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	Q9Y3Z3	SAMH1_HUMAN	Homo sapiens	3	0.7031
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7028
Histone-lysine N-methyltransferase EHMT2	Q96KQ7	EHMT2_HUMAN	Homo sapiens	3	0.7023
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7021
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7011
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7008
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7004

Download SDF