GRADE & PURITY Analytical standard, Moligand™, 4.25ug/mL in methanol

Synonyms

InP | hexacyclo[16.3.1.0^{2,7.0^{8,21.0^{11,20.0^{14,19]docosa-1(22),2,4,6,8(21),9,11(20),12,14(19),15,17-undecaene | DTXSID8024153 | AKOS015902991 | Indeno[1,2,3-cd]pyrene; 1,10-(1,2-Phenylene)pyrene; 1,10-(o-Phenylene)pyrene; Indeno[1,2,3-c,d]pyrene; In

Storage

Protected from light,Room temperature

Shipped In

Normal

Specifications

Synonyms

InP | hexacyclo[16.3.1.0^{2, 7.0^{8, 21.0^{11, 20.0^{14, 19]docosa-1(22), 2, 4, 6, 8(21), 9, 11(20), 12, 14(19), 15, 17-undecaene | DTXSID8024153 | AKOS015902991 | Indeno[1, 2, 3-cd]pyrene; 1, 10-(1, 2-Phenylene)pyrene; 1, 10-(o-Phenylene)pyrene; Indeno[1, 2, 3-c, d]pyrene; In

Specifications & Purity

analytical standard, Moligand™, 4.25ug/mL in methanol

Storage

Protected from light, Room temperature

Shipped In

Normal

Grade

Analytical standard, Moligand™

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C3=C4C2=CC5=CC=CC6=C5C4=C(C=C6)C=C3
• IUPAC Name: hexacyclo[16.3.1.02,7.08,21.011,20.014,19]docosa-1(22),2,4,6,8(21),9,11(20),12,14(19),15,17-undecaene
• InChIKey: SXQBHARYMNFBPS-UHFFFAOYSA-N
• INCHI: 1S/C22H12/c1-2-7-17-16(6-1)18-11-10-14-9-8-13-4-3-5-15-12-19(17)22(18)21(14)20(13)15/h1-12H
• Isomeric SMILES: C1=CC=C2C(=C1)C3=C4C2=CC5=CC=CC6=C5C4=C(C=C6)C=C3
• UN Number: 3077
• Packing Group: III
• Molecular Weight: 276.33
• Reaxy-Rn: 1879312
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1879312&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Pyrenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Pyrenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrenes
• Alternative Parents: Phenanthrenes and derivatives Naphthalenes Aromatic hydrocarbons Polycyclic hydrocarbons Unsaturated hydrocarbons
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Pyrene - Phenanthrene - Naphthalene - Aromatic hydrocarbon - Polycyclic hydrocarbon - Unsaturated hydrocarbon - Hydrocarbon - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrenes. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.
• External Descriptors: pyrenes

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light sensitive.
• Melt Point(°C): 162.5～164℃
• Molecular Weight: 276.300 g/mol
• XLogP3: 7.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 276.094 Da
• Monoisotopic Mass: 276.094 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 453.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Shaolin Xie, Bing Yang, Siying Li, Liangjun Ge, Min Li, Qingshi Chen, Xian Qing, Jixing Zou.  (2023)  Generation and application of a novel transgenic zebrafish line Tg(GAcyp1a:eGFP/Luc) as an in vivo assay to sensitive and specific monitoring of DLCs in the environment.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:37729807] [10.1016/j.ecoenv.2023.115471]

2. Guanqing Jiang, Xu Song, Jiaying Xie, Tongxing Shi, Qiaoyuan Yang.  (2023)  Polycyclic aromatic hydrocarbons (PAHs) in ambient air of Guangzhou city: Exposure levels, health effects and cytotoxicity.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:37544068] [10.1016/j.ecoenv.2023.115308]

3. Shaolin Xie, Yongyong Feng, Aiguo Zhou, Zhiyuan Lu, JixingZou.  (2023)  Comparative analysis of two new zebrafish models: The cyp1a low-expression line and cyp1a knockout line under PAHs exposure.  GENE,      [PMID:36966979] [10.1016/j.gene.2023.147391]

4. Yuan Peng, Si-Yuan He, Fang-Huan Wang, Hao-Bo Zheng, Zhe Meng.  (2022)  Determination of polycyclic aromatic hydrocarbons in edible oil by magnetic solid phase extraction based on a mesoporous molybdenum disulfide/graphite prior to gas chromatography-mass spectrometry.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2022.108146]

5. Li Zhansheng, Zhao Hongxia, Li Xintong, Bekele Tadiyose Girma.  (2021)  Characteristics and sources of environmentally persistent free radicals in PM2.5 in Dalian, Northeast China: correlation with polycyclic aromatic hydrocarbons.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  29  (17): (24612-24622).  [PMID:34822091] [10.1007/s11356-021-17688-9]

6. Wenjun Zheng, Bing Liu, Enyi Shi.  (2021)  Perillaldehyde Alleviates Spinal Cord Ischemia-Reperfusion Injury Via Activating the Nrf2 Pathway.  JOURNAL OF SURGICAL RESEARCH,      [PMID:34399353] [10.1016/j.jss.2021.06.055]

7. Zhengdong Shen, Haiying Wang, Qian Yu, Qiang Li, Xiaomin Lu, Xianming Kong.  (2020)  On-site separation and identification of polycyclic aromatic hydrocarbons from edible oil by TLC-SERS on diatomite photonic biosilica plate.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2020.105672]

8. Bin Qiao, Yansong Li, Pan Hu, Yu Sun, Zhaozhao Si, Shiying Lu, Honglin Ren, Zengshan Liu, Ying Zhang, Lei Meng, Yu Zhou.  (2018)  EuNPs-MAb fluorescent probe based immunochromatographic strip for rapid and sensitive detection of fluorene.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2018.01.231]

9. Yong Li, Ling Long, Jing Ge, Li-xuan Yang, Jin-jin Cheng, Ling-xiang Sun, Changying Lu, Xiang-yang Yu.  (2017)  Presence, distribution and risk assessment of polycyclic aromatic hydrocarbons in rice-wheat continuous cropping soils close to five industrial parks of Suzhou, China.  CHEMOSPHERE,      [PMID:28641227] [10.1016/j.chemosphere.2017.06.055]

10. Shuangfeng Ge, Xing-Huo Wang, Juntao Fan, Haofei Liu, Youtao Xin, Xiaohui Li, Yunjian Yu, Ying-Wei Yang, Hui Gao.  (2025)  A Dual-Pipeline Lactate Removal Strategy to Reverse Vascular Hyperpermeability for the Management of Lipopolysaccharide-Induced Sepsis.  Advanced Healthcare Materials,      [PMID:39887647] [10.1002/adhm.202403592]

11. Qian Zhang, Xinyan Xu, Chenzhuo Song, Dengke Zhang, Yi Kong, Xinyi Cui.  (2024)  Effect of UV exposure and natural aging on the in vitro PAHs bioaccessibility associated with tire wear particles in soil.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:39197782] [10.1016/j.scitotenv.2024.175751]

12. Wenqing Zhang, Lu Yin, Qiuyu Han, Jinhui Xu, Yanyu Xiang, Ziyang Zhang, Liping Fan, Pingyuan Ge, Yufan Shang, Xinyuan Wang, Yue Zhang, Zhishu Tang, Mianhua Wu, Bo Li, Huaxu Zhu.  (2024)  From enzyme dispersion to purification: Optimizing biocatalytic membranes for high-purity ginsenoside Rd production.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.130032]

13. Mengna Wang, Yuhong Liu, Yanshi Li, Tao Lu, Min Wang, Zhaobo Cheng, Lin Chen, Tongling Wen, Min Pan, Guohua Hu.  (2024)  Tumor Microenvironment-Responsive Nanoparticles Enhance IDO1 Blockade Immunotherapy by Remodeling Metabolic Immunosuppression.  Advanced Science,      [PMID:39661740] [10.1002/advs.202405845]

14. Linfeng Chen, Xike Tian, Yong Li, Chao Yang, Yunjie Huang, Yulun Nie.  (2021)  Rapid and sensitive screening of multiple polycyclic aromatic hydrocarbons by a reusable fluorescent sensor array.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:34785436] [10.1016/j.jhazmat.2021.127694]

15. Juntao Hu, Yibing Huang, Hao Hao, Pujing Tian, Yinuo Yin, Yuting He, Fengjie Hao, Wantong Jiang, Yanping Zhang, Youzhong Wan, Quan Luo.  (2025)  Bioinspired programmed antibiofilm strategies for accelerated wound healing via spatiotemporally controlled enzyme nanoreactors.  JOURNAL OF CONTROLLED RELEASE,      [PMID:40032010] [10.1016/j.jconrel.2025.113582]

16. Lihuang Li, Jialing Zhang, Zhengqi Jiao, Xi Zhou, Lei Ren, Miao Wang.  (2024)  Seamless Integration of Rapid Separation and Ultrasensitive Detection for Complex Biological Samples Using Multistage Annular Functionalized Carbon Nanotube Arrays.  ADVANCED MATERIALS,      [PMID:38354403] [10.1002/adma.202312518]