Molecule

Geninthiocin

AlkaPlorer ID: AK009921

Synonym: None

IUPAC Name: 2-[[(14S,17Z)-17-ethylidene-12,15,22,25,28,35,38-heptahydroxy-14-[(1R)-1-hydroxyethyl]-27-(2-hydroxypropan-2-yl)-33-methyl-24,30,37,40-tetramethylidene-19,32,42-trioxa-9-thia-3,13,16,23,26,29,36,39,44,45,46,47-dodecazahexacyclo[39.2.1.18,11.118,21.131,34.02,7]heptatetraconta-1(43),2(7),3,5,8(47),10,12,15,18(46),20,22,25,28,31(45),33,35,38,41(44)-octadecaene-4-carbonyl]amino]-N-(3-hydroxy-3-iminoprop-1-en-2-yl)prop-2-enimidic acid

Structure

SMILES: C=C(N=C(O)C(=C)NC(=O)C1=CC=C2C3=NC(=CS3)C(O)=N[C@@H]([C@@H](C)O)C(O)=N/C(=C\C)C3=NC(=CO3)C(O)=NC(=C)C(O)=NC(C(C)(C)O)C(O)=NC(=C)C3=NC(=C(C)O3)C(O)=NC(=C)C(O)=NC(=C)C3=NC(=CO3)C2=N1)C(=N)O

InChI: InChI=1S/C50H49N15O15S/c1-12-27-48-61-30(16-79-48)41(72)54-21(5)39(70)65-35(50(10,11)77)45(76)57-23(7)47-64-33(25(9)80-47)44(75)55-20(4)38(69)56-22(6)46-60-29(15-78-46)34-26(49-62-31(17-81-49)42(73)63-32(24(8)66)43(74)59-27)13-14-28(58-34)40(71)53-19(3)37(68)52-18(2)36(51)67/h12-17,24,32,35,66,77H,2-7H2,1,8-11H3,(H2,51,67)(H,52,68)(H,53,71)(H,54,72)(H,55,75)(H,56,69)(H,57,76)(H,59,74)(H,63,73)(H,65,70)/b27-12-/t24-,32+,35?/m1/s1

InChIKey: JNUIXQXFKIJDIV-KFVMYCOKSA-N

Reference

Microbial metabolites with tip A promoter inducing activity. II. Geninthiocin, a novel thiopeptide produced by Streptomyces sp. DD84.

PubChem CID: 16129911

LOTUS: LTS0062348

{

NPAtlas: NPA012840

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces sp.	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 1132.0989999999997

TPSA？: 478.23

MolLogP？: 6.765790000000005

Number of H-Donors: 13

Number of H-Acceptors: 21

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	786-0	GI50	87498.38	nM	None
Homo sapiens	A498	GI50	87498.38	nM	None
Homo sapiens	A549	GI50	87498.38	nM	None
Homo sapiens	ACHN	GI50	87498.38	nM	None
Homo sapiens	BT-549	GI50	37325.02	nM	None
Homo sapiens	CAKI-1	GI50	87498.38	nM	None
Homo sapiens	CCRF-CEM	GI50	87498.38	nM	None
Homo sapiens	COLO 205	GI50	72945.75	nM	None
Homo sapiens	DU-145	GI50	87498.38	nM	None
Homo sapiens	EKVX	GI50	87498.38	nM	None
Homo sapiens	HCC 2998	GI50	87498.38	nM	None
Homo sapiens	HCT-116	GI50	87498.38	nM	None
Homo sapiens	HCT-15	GI50	87498.38	nM	None
Homo sapiens	HL-60	GI50	87498.38	nM	None
Homo sapiens	HOP-62	GI50	81470.43	nM	None
Homo sapiens	HOP-92	GI50	87498.38	nM	None
Homo sapiens	Hs-578T	GI50	87498.38	nM	None
Homo sapiens	HT-29	GI50	8749.84	nM	None
Homo sapiens	IGROV-1	GI50	61094.2	nM	None
Homo sapiens	K562	GI50	87498.38	nM	None
Homo sapiens	KM12	GI50	66680.68	nM	None
Homo sapiens	LOX IMVI	GI50	53826.98	nM	None
Homo sapiens	M14	GI50	54954.09	nM	None
Homo sapiens	Malme-3M	GI50	87498.38	nM	None
Homo sapiens	MCF7	GI50	87498.38	nM	None
Homo sapiens	MDA-MB-231	GI50	87498.38	nM	None
Homo sapiens	MDA-MB-435	GI50	87498.38	nM	None
Homo sapiens	MDA-N	GI50	87498.38	nM	None
Homo sapiens	MOLT-4	GI50	87498.38	nM	None
Homo sapiens	NCI/ADR-RES	GI50	87498.38	nM	None
Homo sapiens	NCI-H226	GI50	87498.38	nM	None
Homo sapiens	NCI-H23	GI50	87498.38	nM	None
Homo sapiens	NCI-H322M	GI50	78162.78	nM	None
Homo sapiens	NCI-H460	GI50	59156.16	nM	None
Homo sapiens	NCI-H522	GI50	87498.38	nM	None
Homo sapiens	OVCAR-3	GI50	87498.38	nM	None
Homo sapiens	OVCAR-4	GI50	87498.38	nM	None
Homo sapiens	OVCAR-5	GI50	87498.38	nM	None
Homo sapiens	OVCAR-8	GI50	87498.38	nM	None
Homo sapiens	PC-3	GI50	87498.38	nM	None
Homo sapiens	RPMI-8226	GI50	87498.38	nM	None
Homo sapiens	RXF 393	GI50	87498.38	nM	None
Homo sapiens	SF-268	GI50	87498.38	nM	None
Homo sapiens	SF-295	GI50	87498.38	nM	None
Homo sapiens	SF-539	GI50	87498.38	nM	None
Homo sapiens	SK-MEL-2	GI50	87498.38	nM	None
Homo sapiens	SK-MEL-28	GI50	87498.38	nM	None
Homo sapiens	SK-MEL-5	GI50	41591.06	nM	None
Homo sapiens	SN12C	GI50	87498.38	nM	None
Homo sapiens	SNB-19	GI50	87498.38	nM	None
Homo sapiens	SNB-75	GI50	87498.38	nM	None
Homo sapiens	SR	GI50	87498.38	nM	None
Homo sapiens	SW-620	GI50	87498.38	nM	None
Homo sapiens	TK-10	GI50	87498.38	nM	None
Homo sapiens	U-251	GI50	87498.38	nM	None
Homo sapiens	UACC-257	GI50	87498.38	nM	None
Homo sapiens	UO-31	GI50	87498.38	nM	None