Molecule

Sid112992

AlkaPlorer ID: AK017091

Synonym: None

IUPAC Name: 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Structure

SMILES: CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)C(=O)N=C1O

InChI: InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7+,9-/m1/s1

InChIKey: DWRXFEITVBNRMK-JAGXHNFQSA-N

Reference

Spongosine Production by a <i>Vibrio harveyi</i> Strain Associated with the Sponge <i>Tectitethya crypta</i>

PubChem CID: 65049

CAS: 605-23-2

LOTUS: LTS0106198

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Vibrio harveyi	Vibrio	Vibrionaceae	Vibrionales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 258.23

TPSA？: 125.04000000000002

MolLogP？: -2.1311800000000005

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Drosophila melanogaster	Deoxynucleoside kinase	IC50	65000.0	nM	10.1016/j.bmc.2007.01.049
Drosophila melanogaster	Deoxynucleoside kinase	IC50	65000.0	nM	10.1016/s0960-894x(01)00207-4
Homo sapiens	786-0	GI50	1000000.0	nM	None
Homo sapiens	A498	GI50	1000000.0	nM	None
Homo sapiens	A549	GI50	1000000.0	nM	None
Homo sapiens	ACHN	GI50	1000000.0	nM	None
Homo sapiens	BT-549	GI50	1000000.0	nM	None
Homo sapiens	CAKI-1	GI50	1000000.0	nM	None
Homo sapiens	CCRF-CEM	GI50	1000000.0	nM	None
Homo sapiens	COLO 205	GI50	1000000.0	nM	None
Homo sapiens	DU-145	GI50	1000000.0	nM	None
Homo sapiens	EKVX	GI50	1000000.0	nM	None
Homo sapiens	H9	Activity	nan	None	10.1021/jm00109a017
Homo sapiens	HCC 2998	GI50	1000000.0	nM	None
Homo sapiens	HCT-116	GI50	1000000.0	nM	None
Homo sapiens	HCT-15	GI50	1000000.0	nM	None
Homo sapiens	HL-60	GI50	1000000.0	nM	None
Homo sapiens	HL-60	IC50	1000000.0	nM	10.1021/jm00109a017
Homo sapiens	HOP-62	GI50	1000000.0	nM	None
Homo sapiens	HOP-92	GI50	1000000.0	nM	None
Homo sapiens	Hs-578T	GI50	1000000.0	nM	None
Homo sapiens	HT-29	GI50	1000000.0	nM	None
Homo sapiens	IGROV-1	GI50	1000000.0	nM	None
Homo sapiens	K562	GI50	1000000.0	nM	None
Homo sapiens	KM12	GI50	1000000.0	nM	None
Homo sapiens	LOX IMVI	GI50	1000000.0	nM	None
Homo sapiens	M14	GI50	1000000.0	nM	None
Homo sapiens	Malme-3M	GI50	1000000.0	nM	None
Homo sapiens	MCF7	GI50	1000000.0	nM	None
Homo sapiens	MDA-MB-231	GI50	1000000.0	nM	None
Homo sapiens	MDA-MB-435	GI50	1000000.0	nM	None
Homo sapiens	MDA-N	GI50	1000000.0	nM	None
Homo sapiens	MOLT-4	GI50	1000000.0	nM	None
Homo sapiens	NCI/ADR-RES	GI50	1000000.0	nM	None
Homo sapiens	NCI-H226	GI50	1000000.0	nM	None
Homo sapiens	NCI-H23	GI50	1000000.0	nM	None
Homo sapiens	NCI-H322M	GI50	1000000.0	nM	None
Homo sapiens	NCI-H460	GI50	1000000.0	nM	None
Homo sapiens	NCI-H522	GI50	1000000.0	nM	None
Homo sapiens	OVCAR-3	GI50	1000000.0	nM	None
Homo sapiens	OVCAR-4	GI50	1000000.0	nM	None
Homo sapiens	OVCAR-5	GI50	1000000.0	nM	None
Homo sapiens	OVCAR-8	GI50	1000000.0	nM	None
Homo sapiens	PC-3	GI50	1000000.0	nM	None
Homo sapiens	RPMI-8226	GI50	1000000.0	nM	None
Homo sapiens	RXF 393	GI50	1000000.0	nM	None
Homo sapiens	SF-268	GI50	1000000.0	nM	None
Homo sapiens	SF-295	GI50	1000000.0	nM	None
Homo sapiens	SF-539	GI50	1000000.0	nM	None
Homo sapiens	SK-MEL-2	GI50	1000000.0	nM	None
Homo sapiens	SK-MEL-28	GI50	1000000.0	nM	None
Homo sapiens	SK-MEL-5	GI50	1000000.0	nM	None
Homo sapiens	SK-OV-3	GI50	1000000.0	nM	None
Homo sapiens	SN12C	GI50	1000000.0	nM	None
Homo sapiens	SNB-19	GI50	1000000.0	nM	None
Homo sapiens	SNB-75	GI50	1000000.0	nM	None
Homo sapiens	SR	GI50	1000000.0	nM	None
Homo sapiens	SW-620	GI50	1000000.0	nM	None
Homo sapiens	T47D	GI50	1000000.0	nM	None
Homo sapiens	Thymidine kinase, cytosolic	IC50	1000000.0	nM	10.1016/j.bmc.2007.01.049
Homo sapiens	Thymidine kinase, cytosolic	IC50	1000000.0	nM	10.1016/s0960-894x(01)00207-4
Homo sapiens	Thymidine kinase, cytosolic	Inhibition	5.0	%	10.1021/jm00055a006
Homo sapiens	Thymidine kinase, cytosolic	Inhibition	22.0	%	10.1021/jm00055a006
Homo sapiens	Thymidine kinase, cytosolic	Inhibition	55.1	%	10.1021/jm00055a006
Homo sapiens	Thymidine kinase, mitochondrial	IC50	285000.0	nM	10.1016/j.bmc.2007.01.049
Homo sapiens	Thymidine kinase, mitochondrial	IC50	285000.0	nM	10.1016/s0960-894x(01)00207-4
Homo sapiens	TK-10	GI50	1000000.0	nM	None
Homo sapiens	U-251	GI50	1000000.0	nM	None
Homo sapiens	UACC-257	GI50	1000000.0	nM	None
Homo sapiens	UACC-62	GI50	1000000.0	nM	None
Homo sapiens	UO-31	GI50	1000000.0	nM	None
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	0.6	ug.mL-1	10.1021/jm00402a016
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	500.0	ug.mL-1	10.1021/jm00402a016
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	0.64	uM	10.1021/jm00397a022
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	3.9	10'-7M	10.1021/jm00189a020
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	10.0	uM	10.1021/jm00122a014
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	500.0	uM	10.1021/jm00397a022
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Inhibition	90.0	%	10.1021/jm00187a005
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Inhibition	99.75	%	10.1021/jm00196a025
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Inhibition	100.0	%	10.1021/jm00187a005
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Inhibition	nan	%	10.1021/jm00189a020
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	0.1	ug.mL-1	10.1021/jm00192a008
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	0.2	ug.mL-1	10.1021/jm00192a008
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Therapeutic index	833.0	None	10.1021/jm00402a016
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ID50	1.65	uM	10.1021/jm00397a022
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ID50	19.0	uM	10.1021/jm00122a014
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC	0.3	ug.mL-1	10.1021/jm00192a008
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC	0.4	ug.mL-1	10.1021/jm00192a008
Human alphaherpesvirus 3	Human alphaherpesvirus 3	ID50	0.53	uM	10.1021/jm00397a022
Human betaherpesvirus 5	Human betaherpesvirus 5	ID50	500.0	uM	10.1021/jm00397a022
Human herpesvirus 1	Thymidine kinase	IC50	24000.0	nM	10.1016/j.bmc.2007.01.049
Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1)	Thymidine kinase	IC50	24000.0	nM	10.1016/s0960-894x(01)00207-4
Mus musculus	CCRF S-180	Inhibition	84.0	%	10.1021/jm00196a025
Mus musculus	L1210	Inhibition	86.0	%	10.1021/jm00196a025
Mus musculus	L5178Y	ID50	100.0	ug ml-1	10.1021/jm00187a005
Mus musculus	Monoamine oxidase A	Activity	nan	None	10.1021/jm800656v
Mus musculus	Monoamine oxidase B	Activity	nan	None	10.1021/jm800656v
Mus musculus	P815	ID50	13.0	ug ml-1	10.1021/jm00187a005
Mus musculus	RAW264.7	Activity	nan	None	10.1021/np5009762
Mus musculus	RAW264.7	Inhibition	nan	%	10.1021/np5009762
Mycobacterium tuberculosis	Thymidylate kinase	Ki	238000.0	nM	10.1016/s0960-894x(03)00643-7
Vaccinia virus	Vaccinia virus	ID50	3.9	10'-6M	10.1021/jm00189a020
Vaccinia virus	Vaccinia virus	Inhibition	nan	%	10.1021/jm00189a020
Vaccinia virus	Vaccinia virus	MIC	2.0	ug.mL-1	10.1021/jm00192a008
Vaccinia virus	Vaccinia virus	MIC	4.0	ug.mL-1	10.1021/jm00192a008
Varicella-zoster virus (strain Dumas) (HHV-3) (Human herpesvirus 3)	Thymidine kinase	IC50	17000.0	nM	10.1016/j.bmc.2007.01.049
Varicella-zoster virus (strain Dumas) (HHV-3) (Human herpesvirus 3)	Thymidine kinase	IC50	17000.0	nM	10.1016/s0960-894x(01)00207-4
Vesicular stomatitis virus	Vesicular stomatitis virus	ID50	1.0	10'-4M	10.1021/jm00189a020
Vesicular stomatitis virus	Vesicular stomatitis virus	MIC	200.0	ug.mL-1	10.1021/jm00192a008
None	ADMET	Activity	nan	None	10.1021/jm00189a020
None	ADMET	IC50	6.2	nM	10.1021/jm0610550
None	ADMET	IC50	55.0	nM	10.1021/jm0610550
None	ADMET	IC50	100.0	nM	10.1021/jm0610550
None	ADMET	IC50	120.0	nM	10.1021/jm0610550
None	ADMET	IC50	150.0	nM	10.1021/jm0610550
None	ADMET	IC50	240.0	nM	10.1021/jm0610550
None	ADMET	IC50	370.0	nM	10.1021/jm0610550
None	ADMET	IC50	24400.0	nM	10.1021/jm061445m
None	ADMET	MIC	300.0	ug.mL-1	10.1021/jm00192a008
None	ADMET	Toxicity	1000.0	uM	10.1021/jm00397a022
None	Unchecked	Ki	1000.0	nM	10.1021/jm00196a025

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT015074	Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]c1=O>>Cc1cn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]2O)c(=O)[nH]c1=O	enzymemap_43479
AKRT015075	Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]c1=O>>O=c1[nH]c(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)cc1CO	enzymemap_10803
AKRT015077	Cc1cn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]2O)c(=O)[nH]c1=O>>Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]c1=O	enzymemap_56243
AKRT015106	Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O>>Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]c1=O	enzymemap_10803