1.0
2010-04-08 22:04:42 UTC
2019-11-26 02:55:25 UTC
FDB000788
Macrophorin D
From Macrophoma fruit rot. Macrophorin D is found in pomes.
Macrophorin D
C28H40O8
504.6124
504.272318256
5-({6-[(5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methyl]-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methoxy)-3-hydroxy-3-methyl-5-oxopentanoic acid
5-({6-[(5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methyl]-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methoxy)-3-hydroxy-3-methyl-5-oxopentanoic acid
92279-92-0
CC(O)(CC(O)=O)CC(=O)OCC1=CC(=O)C2(CC3C(=C)CCC4C(C)(C)CCCC34C)OC2C1O
InChI=1S/C28H40O8/c1-16-7-8-19-25(2,3)9-6-10-27(19,5)18(16)12-28-20(29)11-17(23(33)24(28)36-28)15-35-22(32)14-26(4,34)13-21(30)31/h11,18-19,23-24,33-34H,1,6-10,12-15H2,2-5H3,(H,30,31)
QWFKAUWCRFDRMZ-UHFFFAOYSA-N
belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain.
Heterocyclic fatty acids
Organic compounds
Lipids and lipid-like molecules
Fatty Acyls
Fatty acids and conjugates
Aliphatic heteropolycyclic compounds
Carboxylic acid esters
Carboxylic acids
Cyclohexenones
Dialkyl ethers
Dicarboxylic acids and derivatives
Epoxides
Fatty acid esters
Hydrocarbon derivatives
Hydroxy fatty acids
Methyl-branched fatty acids
Organic oxides
Oxacyclic compounds
Secondary alcohols
Short-chain hydroxy acids and derivatives
Tertiary alcohols
Alcohol
Aliphatic heteropolycyclic compound
Branched fatty acid
Carbonyl group
Carboxylic acid
Carboxylic acid derivative
Carboxylic acid ester
Cyclohexenone
Dialkyl ether
Dicarboxylic acid or derivatives
Ether
Fatty acid ester
Heterocyclic fatty acid
Hydrocarbon derivative
Hydroxy fatty acid
Ketone
Methyl-branched fatty acid
Organic oxide
Organic oxygen compound
Organoheterocyclic compound
Organooxygen compound
Oxacycle
Oxirane
Secondary alcohol
Short-chain hydroxy acid
Tertiary alcohol
logp
3.01
logs
-4.95
solubility
5.66e-03 g/l
logp
3.04
pka_strongest_acidic
3.94
pka_strongest_basic
-3
iupac
5-({6-[(5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methyl]-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methoxy)-3-hydroxy-3-methyl-5-oxopentanoic acid
average_mass
504.6124
mono_mass
504.272318256
smiles
CC(O)(CC(O)=O)CC(=O)OCC1=CC(=O)C2(CC3C(=C)CCC4C(C)(C)CCCC34C)OC2C1O
formula
C28H40O8
inchi
InChI=1S/C28H40O8/c1-16-7-8-19-25(2,3)9-6-10-27(19,5)18(16)12-28-20(29)11-17(23(33)24(28)36-28)15-35-22(32)14-26(4,34)13-21(30)31/h11,18-19,23-24,33-34H,1,6-10,12-15H2,2-5H3,(H,30,31)
inchikey
QWFKAUWCRFDRMZ-UHFFFAOYSA-N
polar_surface_area
133.66
refractivity
131.3
polarizability
54.15
rotatable_bond_count
9
acceptor_count
7
donor_count
3
physiological_charge
-1
formal_charge
0
Specdb::CMs
9551
Specdb::CMs
41476
Specdb::MsMs
55131
Specdb::MsMs
55132
Specdb::MsMs
55133
Specdb::MsMs
168828
Specdb::MsMs
168829
Specdb::MsMs
168830
Specdb::MsMs
2434645
Specdb::MsMs
2434646
Specdb::MsMs
2434647
Specdb::MsMs
2504393
Specdb::MsMs
2504394
Specdb::MsMs
2504395
HMDB29618
#<Reference:0x0000555674827b50>
Pomes
Unknown
generic