Molecule

Bouvardin; 3E-Deoxy

AlkaPlorer ID: AK290895

Synonym: Deoxybouvardin, RA-V, NSC 259969

IUPAC Name: 24-hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone

Structure

SMILES: COC1=CC=C(CC2C(O)=NC(C)C(=O)N(C)C3CC4=CC=C(C=C4)OC4=CC(=CC=C4O)CC(C(O)=NC(C)C(O)=NC(C)C(=O)N2C)N(C)C3=O)C=C1

InChI: InChI=1S/C40H48N6O9/c1-22-35(48)42-23(2)38(51)44(4)30(18-25-8-13-28(54-7)14-9-25)37(50)43-24(3)39(52)46(6)32-19-26-10-15-29(16-11-26)55-34-21-27(12-17-33(34)47)20-31(36(49)41-22)45(5)40(32)53/h8-17,21-24,30-32,47H,18-20H2,1-7H3,(H,41,49)(H,42,48)(H,43,50)

InChIKey: VXVGFMUNENQGFW-UHFFFAOYSA-N

Reference

Rubiyunnanins C–H, cytotoxic cyclic hexapeptides from Rubia yunnanensis inhibiting nitric oxide production and NF-κB activation

PubChem CID: 429599

CAS: 64725-24-2

LOTUS: LTS0176496

COCONUT: CNP0323228.2

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Bouvardia ternifolia	Bouvardia	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Rubia	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rubia cordifolia	Rubia	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 756.857

TPSA？: 197.39

MolLogP？: 4.064000000000003

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Chlorocebus sabaeus	Vero	CC50	3440.0	nM	None
Homo sapiens	786-0	GI50	0.1	nM	None
Homo sapiens	A498	GI50	17.5	nM	None
Homo sapiens	A549	GI50	19.54	nM	None
Homo sapiens	ACHN	GI50	73.79	nM	None
Homo sapiens	Ataxin-2	Potency	59.7	nM	None
Homo sapiens	CAKI-1	GI50	101.62	nM	None
Homo sapiens	CCRF-CEM	GI50	17.5	nM	None
Homo sapiens	COLO 205	GI50	17.5	nM	None
Homo sapiens	DLD-1	GI50	46.88	nM	None
Homo sapiens	DMS-114	GI50	17.5	nM	None
Homo sapiens	DMS-273	GI50	17.5	nM	None
Homo sapiens	DNA polymerase iota	Potency	89125.1	nM	None
Homo sapiens	DU-145	GI50	0.1	nM	None
Homo sapiens	EKVX	GI50	17.5	nM	None
Homo sapiens	Geminin	Potency	580.5	nM	None
Homo sapiens	Geminin	Potency	4610.9	nM	None
Homo sapiens	Glucagon-like peptide 1 receptor	Potency	1258.9	nM	None
Homo sapiens	Glycoprotein hormones alpha chain	Potency	501.2	nM	None
Homo sapiens	HCC 2998	GI50	17.5	nM	None
Homo sapiens	HCT-116	GI50	17.5	nM	None
Homo sapiens	HCT-15	GI50	851.14	nM	None
Homo sapiens	HEK293	Potency	316.2	nM	None
Homo sapiens	HL-60	GI50	17.5	nM	None
Homo sapiens	HOP-18	GI50	17.5	nM	None
Homo sapiens	HOP-62	GI50	17.91	nM	None
Homo sapiens	HOP-92	GI50	17.5	nM	None
Homo sapiens	HT-29	GI50	35.48	nM	None
Homo sapiens	IGROV-1	GI50	17.5	nM	None
Homo sapiens	Isocitrate dehydrogenase [NADP] cytoplasmic	Potency	326.4	nM	None
Homo sapiens	K562	GI50	17.5	nM	None
Homo sapiens	KM12	GI50	17.5	nM	None
Homo sapiens	KM-20L2	GI50	17.5	nM	None
Homo sapiens	LOX IMVI	GI50	40.93	nM	None
Homo sapiens	M14	GI50	2.698	nM	None
Homo sapiens	M19-MEL	GI50	17.5	nM	None
Homo sapiens	Malme-3M	GI50	17.5	nM	None
Homo sapiens	MCF7	GI50	17.5	nM	None
Homo sapiens	MDA-MB-231	GI50	0.1	nM	None
Homo sapiens	MDA-MB-435	GI50	0.1	nM	None
Homo sapiens	MDA-N	GI50	0.1	nM	None
Homo sapiens	MOLT-4	GI50	17.5	nM	None
Homo sapiens	Mothers against decapentaplegic homolog 3	Potency	18.4	nM	None
Homo sapiens	Mothers against decapentaplegic homolog 3	Potency	20.6	nM	None
Homo sapiens	NCI/ADR-RES	GI50	2437.81	nM	None
Homo sapiens	NCI-H226	GI50	17.5	nM	None
Homo sapiens	NCI-H23	GI50	17.5	nM	None
Homo sapiens	NCI-H322M	GI50	17.5	nM	None
Homo sapiens	NCI-H460	GI50	17.5	nM	None
Homo sapiens	NCI-H522	GI50	17.5	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	1636.0	nM	None
Homo sapiens	OVCAR-3	GI50	17.5	nM	None
Homo sapiens	OVCAR-4	GI50	17.5	nM	None
Homo sapiens	OVCAR-5	GI50	21.98	nM	None
Homo sapiens	OVCAR-8	GI50	19.14	nM	None
Homo sapiens	Paired box protein Pax-8	AC50	260.0	nM	None
Homo sapiens	Paired box protein Pax-8	AC50	27800.0	nM	None
Homo sapiens	PC-3	GI50	0.1	nM	None
Homo sapiens	RPMI-8226	GI50	17.5	nM	None
Homo sapiens	RXF 393	GI50	17.5	nM	None
Homo sapiens	SF-268	GI50	17.5	nM	None
Homo sapiens	SF-295	GI50	22.28	nM	None
Homo sapiens	SF-539	GI50	17.5	nM	None
Homo sapiens	SK-MEL-2	GI50	17.5	nM	None
Homo sapiens	SK-MEL-28	GI50	17.5	nM	None
Homo sapiens	SK-MEL-5	GI50	17.5	nM	None
Homo sapiens	SK-OV-3	GI50	17.5	nM	None
Homo sapiens	SN12C	GI50	17.5	nM	None
Homo sapiens	SN12K1	GI50	17.5	nM	None
Homo sapiens	SNB-19	GI50	17.5	nM	None
Homo sapiens	SNB-75	GI50	17.5	nM	None
Homo sapiens	SNB-78	GI50	17.5	nM	None
Homo sapiens	SR	GI50	0.1	nM	None
Homo sapiens	SW-620	GI50	17.7	nM	None
Homo sapiens	T47D	GI50	0.1	nM	None
Homo sapiens	TK-10	GI50	25.7	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	18.4	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	163.6	nM	None
Homo sapiens	U-251	GI50	17.5	nM	None
Homo sapiens	UACC-257	GI50	17.5	nM	None
Homo sapiens	UACC-62	GI50	17.5	nM	None
Homo sapiens	UO-31	GI50	857.04	nM	None
Homo sapiens	XF498	GI50	17.5	nM	None
Mus musculus	P388	GI50	17.5	nM	None
Mus musculus	P388/ADR	GI50	3935.5	nM	None
Pseudomonas aeruginosa	Beta Lactamase	IC50	49751.0	nM	None
None	Unchecked	IC50	49751.0	nM	None
None	Unchecked	Potency	163.6	nM	None
None	Unchecked	Potency	206.0	nM	None
None	Unchecked	Potency	316.2	nM	None
None	Unchecked	Potency	1258.9	nM	None
None	Unchecked	Potency	2310.9	nM	None
None	Unchecked	Potency	31622.8	nM	None