Filipin complex - Moligand™, ≥97%(mixture) , CAS No.11078-21-0

CAS: 11078-21-0 Cat. No.: F650764 Molecular Weight: 654.80 EC Number: 631-260-9

GRADE & PURITY Moligand™, ≥97%(mixture)

Synonyms

1',26-dihydroxyfilipin | U-5956 | Filimarisin | TK-336 | NSC3364 | NSC-3364 | 14-Deoxylagosin | FILIPIN DERIVATIVE | 1'-epi-filipin iv | GUDVQJXODNJRIJ-CALCHBBNSA-N | 4,6,8,10,12,14,16,27-Octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-oxacyclooctacosa-17,1

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

A complex of polyene (pentaene) macrocyclic lactones antibiotics obtained from Streptomyces filipinensis. Filipin complex is a potent broad spectrum antifungal agent that also exhibits antitumor and antiviral activities. Filipin complex acts by binding cell membrane sterols, disrupting membrane integrity. It inhibits mitochondrial respiration.

In the product of aladdin, Filipin III is a major component of the complex.

Specifications

Synonyms

1', 26-dihydroxyfilipin | U-5956 | Filimarisin | TK-336 | NSC3364 | NSC-3364 | 14-Deoxylagosin | FILIPIN DERIVATIVE | 1'-epi-filipin iv | GUDVQJXODNJRIJ-CALCHBBNSA-N | 4, 6, 8, 10, 12, 14, 16, 27-Octahydroxy-3-(1-hydroxyhexyl)-17, 28-dimethyl-oxacyclooctacosa-17, 1

Specifications & Purity

Moligand™, ≥97%(mixture)

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥97%(mixture)

Names and Identifiers

• Canonical Smiles: CCCCCC(C1C(CC(CC(CC(CC(CC(CC(C(=CC=CC=CC=CC=CC(C(OC1=O)C)O)C)O)O)O)O)O)O)O)O
• IUPAC Name: (3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,16,27-octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
• InChIKey: IMQSIXYSKPIGPD-YQRUMEKGSA-N
• INCHI: 1S/C35H58O11/c1-4-5-11-16-31(42)34-33(44)22-29(40)20-27(38)18-25(36)17-26(37)19-28(39)21-32(43)23(2)14-12-9-7-6-8-10-13-15-30(41)24(3)46-35(34)45/h6-10,12-15,24-34,36-44H,4-5,11,16-22H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,23-14+/t24-,25+,26-,27+,28-,29+,30+,31-,32+,33+,34-/m1/s1
• Isomeric SMILES: CCCCC[C@H]([C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@@H](/C(=C/C=C/C=C/C=C/C=C/[C@@H]([C@H](OC1=O)C)O)/C)O)O)O)O)O)O)O)O
• Alternate CAS: 11078-21-0,480-49-9
• MeSH Entry Terms: Desoxylagosin;Filimarisin;Filipin;Filipin I;Filipin II;Filipin III;Filipin IV;NSC 3364;NSC-3364;NSC3364;U 5956;U-5956;U5956
• Molecular Weight: 654.80
• Reaxy-Rn: 1339814
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1339814&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Macrolides and analogues

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Macrolides and analogues
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Macrolides and analogues
• Alternative Parents: Fatty alcohols Secondary alcohols Lactones Carboxylic acid esters Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Macrolide - Fatty alcohol - Fatty acyl - Carboxylic acid ester - Lactone - Secondary alcohol - Polyol - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organoheterocyclic compound - Oxacycle - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
• External Descriptors: olefinic compound - macrolide - polyol

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

Associated Targets(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Escherichia coli (133304 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Saccharomyces cerevisiae (19171 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Bacillus cereus (7522 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Penicillium digitatum (260 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Colletotrichum (56 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Botrytis (43 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : ≥ 100 mg/mL (152.72 mM) Ethanol : 10 mg/mL (15.27 mM; ultrasonic and warming and heat to 60°C)
• Sensitivity: Light sensitive
• Molecular Weight: 654.800 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 654.398 Da
• Monoisotopic Mass: 654.398 Da
• Topological Polar Surface Area: 208.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 991.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 5
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 5
• Covalently-Bonded Unit Count: 1

References

1. Jianbo Li, Yaru Xu, Jieke Zhang, Qinglian Li, Chenxu Wang, Zhe Wu, Weijing Yang, Meng Xu, Zhenzhong Zhang, Lei Wang, Jinjie Zhang.  (2023)  Bioinspired fine-tuning of the mechanical rigidity of SNEDDS for the efficient crossing of multiple gastrointestinal barriers.  JOURNAL OF CONTROLLED RELEASE,      [PMID:37625600] [10.1016/j.jconrel.2023.08.044]

2. Peifu Xiao, Xiaoguang Tao, Hanxun Wang, Hongbing Liu, Yupeng Feng, Yueqi Zhu, Zhengzhen Jiang, Tian Yin, Yu Zhang, Haibing He, Jingxin Gou, Xing Tang.  (2023)  Enzyme/pH dual stimuli-responsive nanoplatform co-deliver disulfiram and doxorubicin for effective treatment of breast cancer lung metastasis.  Expert Opinion on Drug Delivery,      [PMID:37452715] [10.1080/17425247.2023.2237888]

3. Dan Li, Gaoyang Yi, Guifang Cao, Adam C. Midgley, Yongli Yang, Dan Yang, Wenguang Liu, Yujuan He, Xiaolin Yao, Guoliang Li.  (2025)  Dual-Carriers of Tartary Buckwheat-Derived Exosome-Like Nanovesicles Synergistically Regulate Glucose Metabolism in the Intestine-Liver Axis.  Small,      [PMID:40079102] [10.1002/smll.202410124]