4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid

C24H29NO8 — CID 154068331

IUPAC4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid
SMILESCC1=C[C@H](c2c(O)cc(OC(=O)C=CC(=O)O)cc2CCCCO[N+](=O)[O-])[C@H]2C[C@@H]1C2(C)C
InChIInChI=1S/C24H29NO8/c1-14-10-17(19-13-18(14)24(19,2)3)23-15(6-4-5-9-32-25(30)31)11-16(12-20(23)26)33-22(29)8-7-21(27)28/h7-8,10-12,17-19,26H,4-6,9,13H2,1-3H3,(H,27,28)/t17-,18-,19+/m0/s1
InChIKeyVHJSBCSUWMTOQF-GBESFXJTSA-N
MW459.50 g/mol
LogP4.18
Rot. Bonds10

About 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid

4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid (PubChem CID 154068331) has the molecular formula C24H29NO8 and a molecular weight of 459.50 g/mol. Its IUPAC name is 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid.

Molecular Properties

Compound Name4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid
PubChem CID154068331
Molecular FormulaC24H29NO8
Molecular Weight459.50 g/mol
Exact Mass459.19
IUPAC Name4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid
SMILESCC1=C[C@H](c2c(O)cc(OC(=O)C=CC(=O)O)cc2CCCCO[N+](=O)[O-])[C@H]2C[C@@H]1C2(C)C
InChIInChI=1S/C24H29NO8/c1-14-10-17(19-13-18(14)24(19,2)3)23-15(6-4-5-9-32-25(30)31)11-16(12-20(23)26)33-22(29)8-7-21(27)28/h7-8,10-12,17-19,26H,4-6,9,13H2,1-3H3,(H,27,28)/t17-,18-,19+/m0/s1
InChIKeyVHJSBCSUWMTOQF-GBESFXJTSA-N
XLogP4.18
TPSA136.20 Ų
H-Bond Donors2
H-Bond Acceptors7
Rotatable Bonds10
Heavy Atoms33
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500459.50
LogP ≤ 54.18
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 107

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}, {'alert_name': 'nitro_group', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}

Analyze 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid with MolForge

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Related Compounds

5-[2-[(1R,2R,5R)-6,6-dimethyl-4-oxo-2-bicyclo[3.1.1]heptanyl]-3,5-dihydroxyphenyl]pentyl nitrate
CID 118620537
(E)-4-[2-[(1R,2S,5S)-6,6-dimethyl-4-oxo-2-bicyclo[3.1.1]heptanyl]-3-hydroxy-5-[2-methyl-1-(4-nitrooxybutoxy)-1-oxopropan-2-yl]phenoxy]-4-oxobut-2-enoic acid
CID 118620513
(E)-4-[[(6aR,10aR)-6,6,9-trimethyl-3-(5-nitrooxypentyl)-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-yl]oxy]-4-oxobut-2-enoic acid
CID 90375986
[3-hexyl-5-hydroxy-4-(4-methyl-1-propan-2-yl-3,6-dihydro-2H-pyridin-6-yl)phenyl] 5-nitrooxypentanoate
CID 90376364
(E)-4-[3-hydroxy-5-[2-methyl-1-(4-nitrooxybutoxy)-1-oxopropan-2-yl]-2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)phenoxy]-4-oxobut-2-enoic acid
CID 90376554
5-pentyl-2-(4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl)benzene-1,3-diol
CID 628748
7-[(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-3-yl]heptyl nitrate
CID 118620278
3-[3,5-dihydroxy-2-[(1S,6S)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]phenyl]propyl nitrate
CID 118620177
(E)-4-[2-[(1R,5R)-6,6-dimethyl-4-oxo-2-bicyclo[3.1.1]heptanyl]-3-hydroxy-5-(2-methyloctan-2-yl)phenoxy]-4-oxobut-2-enoic acid
CID 59984298
(Z)-4-[[(6aR,10aR)-6,6-dimethyl-3-(2-methyl-8-nitrooxyoctan-2-yl)-9-oxo-7,8,10,10a-tetrahydro-6aH-benzo[c]chromen-1-yl]oxy]-4-oxobut-2-enoic acid
CID 118620187
4-[2-[(1R,2R,5R)-6,6-dimethyl-4-oxo-2-bicyclo[3.1.1]heptanyl]-3-hydroxy-5-(2-methyl-8-nitrooxyoctan-2-yl)phenoxy]-4-oxobutanoic acid
CID 118620286
3-nitrooxypropyl 2-[4-[(1R,2R,5R)-6,6-dimethyl-4-oxo-2-bicyclo[3.1.1]heptanyl]-3,5-dihydroxyphenyl]-2,2-difluoroacetate
CID 118620473

Frequently Asked Questions

What is the IUPAC name of 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid?
The IUPAC name of 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid (CID 154068331) is 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid.
What is the SMILES notation for 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid?
The canonical SMILES for 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid is CC1=C[C@H](c2c(O)cc(OC(=O)C=CC(=O)O)cc2CCCCO[N+](=O)[O-])[C@H]2C[C@@H]1C2(C)C.
What is the InChIKey of 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid?
The InChIKey is VHJSBCSUWMTOQF-GBESFXJTSA-N. The full InChI is InChI=1S/C24H29NO8/c1-14-10-17(19-13-18(14)24(19,2)3)23-15(6-4-5-9-32-25(30)31)11-16(12-20(23)26)33-22(29)8-7-21(27)28/h7-8,10-12,17-19,26H,4-6,9,13H2,1-3H3,(H,27,28)/t17-,18-,19+/m0/s1.
What are the key properties of 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid?
4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid has a molecular weight of 459.50 g/mol, XLogP of 4.18, 10 rotatable bonds, 2 hydrogen bond donors, and 7 hydrogen bond acceptors.
Where does this data come from?
All data for 4-[3-hydroxy-5-(4-nitrooxybutyl)-4-[(1R,2S,5S)-4,6,6-trimethyl-2-bicyclo[3.1.1]hept-3-enyl]phenoxy]-4-oxobut-2-enoic acid is sourced from PubChem (CID 154068331), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).