| Record Information |
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| Version | 2.0 |
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| Created at | 2024-09-09 23:13:48 UTC |
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| Updated at | 2024-09-09 23:13:48 UTC |
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| NP-MRD ID | NP0334338 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 4α-formyl-stigmasta-7,24(241)-dien-3β-ol |
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| Description | 4α-Formyl-stigmasta-7,24(241)-dien-3β-ol belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. 4α-Formyl-stigmasta-7,24(241)-dien-3β-ol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4α-Formyl-stigmasta-7,24(241)-dien-3β-ol can be found in a number of food items such as highbush blueberry, rubus (blackberry, raspberry), nopal, and oil-seed camellia, which makes 4α-formyl-stigmasta-7,24(241)-dien-3β-ol a potential biomarker for the consumption of these food products. |
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| Structure | [H]\C(C)=C(\CC[C@@]([H])(C)C1([H])CCC2([H])C3=CCC4([H])[C@]([H])(C=O)[C@@]([H])(O)CC[C@@]4(C)C3([H])CC[C@@]12C)C(C)C InChI=1S/C30H48O2/c1-7-21(19(2)3)9-8-20(4)24-12-13-25-22-10-11-26-23(18-31)28(32)15-17-30(26,6)27(22)14-16-29(24,25)5/h7,10,18-20,23-28,32H,8-9,11-17H2,1-6H3/b21-7+/t20-,23+,24?,25?,26?,27?,28+,29+,30-/m1/s1 |
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| Synonyms | Not Available |
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| Chemical Formula | C30H48O2 |
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| Average Mass | 440.7120 Da |
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| Monoisotopic Mass | 440.36543 Da |
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| IUPAC Name | (6S,7S,9aR,11aS)-7-hydroxy-9a,11a-dimethyl-1-[(2R,5E)-5-(propan-2-yl)hept-5-en-2-yl]-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-6-carbaldehyde |
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| Traditional Name | (6S,7S,9aR,11aS)-7-hydroxy-1-[(2R,5E)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthrene-6-carbaldehyde |
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| CAS Registry Number | Not Available |
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| SMILES | [H]\C(C)=C(\CC[C@@]([H])(C)C1([H])CCC2([H])C3=CCC4([H])[C@]([H])(C=O)[C@@]([H])(O)CC[C@@]4(C)C3([H])CC[C@@]12C)C(C)C |
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| InChI Identifier | InChI=1S/C30H48O2/c1-7-21(19(2)3)9-8-20(4)24-12-13-25-22-10-11-26-23(18-31)28(32)15-17-30(26,6)27(22)14-16-29(24,25)5/h7,10,18-20,23-28,32H,8-9,11-17H2,1-6H3/b21-7+/t20-,23+,24?,25?,26?,27?,28+,29+,30-/m1/s1 |
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| InChI Key | YTPAERFJSRKUSQ-UWBKLKHZSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| Not Available | | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | Not Available |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | Stigmastanes and derivatives |
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| Direct Parent | Stigmastanes and derivatives |
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| Alternative Parents | |
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| Substituents | - Triterpenoid
- Stigmastane-skeleton
- 3-beta-hydroxysteroid
- Hydroxysteroid
- 3-hydroxysteroid
- 3-hydroxy-delta-7-steroid
- Delta-7-steroid
- Beta-hydroxy aldehyde
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Aldehyde
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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