| Record Information |
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| Version | 2.0 |
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| Created at | 2022-03-17 20:09:06 UTC |
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| Updated at | 2022-03-17 20:09:06 UTC |
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| NP-MRD ID | NP0046633 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | 24-Methylene-24-dihydrolanosterol |
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| Description | 24-Methylene-24-dihydrolanosterol, also known as (3beta)-24-methylidenelanost-8-en-3-ol or obtusifoldienol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 24-Methylene-24-dihydrolanosterol is found in Agaricus campestris , Alternaria gaisen, Alternaria kikuchiana, Eremogone kansuensis, Botrytis cinerea, Candida albicans, Candida utilis, Euphorbia acrurensis, Euphorbia antiquorum , Euphorbia echinus, Euphorbia falcata L. , Euphorbia kansui, Euphorbia lathyris , Euphorbia obtusifolia, Euphorbia regis-tubae, Euphorbia resinfera, Euphorbia tinctoria , Euphorbia tirucalli , Eutypa lata, Leptoshaeria maculans, Leptosphaeria maculans, Monilinia fructigena, Neolitsea sericea, Neurospora crassa, Panax ginseng, Phycomyces blakesleeanus, Antrodia camphorata and Venturia inaequalis. 24-Methylene-24-dihydrolanosterol is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | [H][C@@]12CCC3=C(CC[C@]4(C)[C@H](CC[C@@]34C)[C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC[C@H](O)C2(C)C InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1 |
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| Synonyms | | Value | Source |
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| (3beta)-24-Methylidenelanost-8-en-3-ol | ChEBI | | 24-Methylene-24,25-dihydrolanosterol | ChEBI | | 24-Methylenelanost-8-en-3beta-ol | ChEBI | | Obtusifoldienol | ChEBI | | (3b)-24-Methylidenelanost-8-en-3-ol | Generator | | (3Β)-24-methylidenelanost-8-en-3-ol | Generator | | 24-Methylenelanost-8-en-3b-ol | Generator | | 24-Methylenelanost-8-en-3β-ol | Generator | | Ebericol, (14)C-labeled | MeSH | | Euphorbol | MeSH | | 24-Methylenelanost-8-en-3 beta-ol | MeSH | | Ebericol | MeSH |
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| Chemical Formula | C31H52O |
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| Average Mass | 440.7440 Da |
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| Monoisotopic Mass | 440.40182 Da |
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| IUPAC Name | (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol |
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| Traditional Name | (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@]12CCC3=C(CC[C@]4(C)[C@H](CC[C@@]34C)[C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC[C@H](O)C2(C)C |
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| InChI Identifier | InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1 |
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| InChI Key | XJLZCPIILZRCPS-ANMPWZFDSA-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 | |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Triterpenoids |
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| Direct Parent | Triterpenoids |
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| Alternative Parents | |
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| Substituents | - Triterpenoid
- 14-alpha-methylsteroid
- 3-beta-hydroxysteroid
- Hydroxysteroid
- 3-hydroxysteroid
- Steroid
- Cyclic alcohol
- Secondary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | |
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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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