Oligomycin B

CAT: 0931-T12298-02Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0931-T12298-02Size:5 mg

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CAS Number

11050-94-5

Target

Others, Antibacterial, Antibiotic, ATPase, Apoptosis

Related Pathways

Microbiology/Virology, Membrane transporter/Ion channel, Apoptosis, Others

Bioactivity

Oligomycin B, an antibiotic isolated from marine Streptomyces, serves as an eukaryotic ATP synthase inhibitor and induces apoptosis.

Smiles

CC[C@@H]1CC[C@@H]2O[C@@]3(O[C@@H](C[C@@H](C)O)[C@@H](C)CC3=O)[C@@H](C)[C@H](OC(=O)\C=C\[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@H](C)[C@@H](O)[C@H](C)C(=O)[C@](C)(O)[C@@H](O)[C@H](C)C\C=C\C=C\1)[C@@H]2C

Molecular Formula

C45H72O12

Molecular Weight

805.05

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

Oligomycin B

Oligomycin B is an oligomycin with formula C45H72O12 that is oligomycin A in which the spirocyclic ring bearing the 2-hydroxypropyl substituent has been substituted by an oxo group at the carbon which is directly attached to the spirocentre. It is a nonselective inhibitor of the mitochondrial F1F0 ATP synthase. It has a role as an EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor. It is a triketone, an oligomycin and a pentol.

CAS Number	11050-94-5
PubChem CID	76958645
IUPAC Name	(1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27S,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3,3',9,13-tetrone
Molecular Formula	C45H72O12
Molecular Weight	805.0
XLogP	6.1
Topological Polar Surface Area	197
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	3
Heavy Atom Count	57
Formal Charge	0
Complexity	1470

SMILES

CC[C@@H]\1CC[C@H]2[C@H]([C@H]([C@@H]([C@]3(O2)C(=O)C[C@@H]([C@@H](O3)C[C@@H](C)O)C)C)OC(=O)/C=C/[C@@H]([C@H]([C@@H](C(=O)[C@@H]([C@H]([C@@H](C(=O)[C@]([C@H]([C@@H](C/C=C/C=C1)C)O)(C)O)C)O)C)C)O)C)C

InChI

InChI=1S/C45H72O12/c1-12-33-17-15-13-14-16-25(3)42(52)44(11,54)43(53)31(9)40(51)30(8)39(50)29(7)38(49)24(2)18-21-37(48)55-41-28(6)34(20-19-33)56-45(32(41)10)36(47)22-26(4)35(57-45)23-27(5)46/h13-15,17-18,21,24-35,38,40-42,46,49,51-52,54H,12,16,19-20,22-23H2,1-11H3/b14-13+,17-15+,21-18+/t24-,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-,38+,40+,41+,42-,44+,45+/m0/s1

InChIKey

QPRQJOHKNJIMGN-WVUAJZTGSA-N

Chemical Structure

2D Structure

CAS: 11050-94-5

CID: 76958645

Formula: C45H72O12

MW: 805.0

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	805.0
XLogP3	6.1
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	3
Exact Mass	804.50237773
Monoisotopic Mass	804.50237773
Topological Polar Surface Area	197 Å²
Heavy Atom Count	57
Formal Charge	0
Complexity	1470
Isotope Atom Count	0
Defined Atom Stereocenter Count	18
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	3
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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A5588-5	Oligomycin A
HY-N6782-01	Oligomycin

Oligomycin B

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