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Cyclosporin

Cyclosporin

CAS Number: 59865-13-3

Molecular Formula: C62H111N11O12

IrritantIrritant
Health HazardHealth Hazard
Target Host: Fungi (Tolypocladium)CDMO Stage: Submerged Fermentation → Soluble Extraction → cGMP

About Cyclosporin

Cyclosporin is a lipophilic cyclic undecapeptide produced via fungal fermentation of Tolypocladium inflatum, functioning as a potent calcineurin-inhibiting immunosuppressive agent that selectively suppresses T-cell-mediated immune responses. We supply high-purity cyclosporin A (CAS No: 59865-13-3) to support commercial...

Synonyms

  • Cicloral
  • Cyclospori
  • Cicporal
  • Neomerck
  • Pleiabil

Cyclosporin Specifications

CAS Number
59865-13-3
Molecular Formula
C62H111N11O12
Molecular Weight
1202.6 g/mol
IUPAC Name
(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
Canonical SMILES
CC[C@H]1C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1)[C@@H]([C@H](C)C/C=C/C)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C
InChI Key
PMATZTZNYRCHOR-CGLBZJNRSA-N
InChI
InChI=1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
UNII Code
83HN0GTJ6D
ChEBI ID
CHEBI:4031
DSSTox Substance ID
DTXSID0020365
EINECS Number
611-907-1
MDL Number
MFCD00274558
Molecular Weight
1202.6 g/mol
XLogP3
7.5
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
15
Monoisotopic Mass
1201.84136802 Da
Melting Point
298 to 304 °F
Boiling Point
838.63
Density (Predicted)
1.183±0.06 g/cm3 Temp: 25°C; Press: 760 Torr
pKa (Experimental)
4.83
GHS Hazard Statements
H302 (100%): Harmful if swallowed H350 (99.3%): May cause cancer H360 (96.5%): May damage fertility or the unborn child H372 (13.1%): Causes damage to organs through prolonged or repeated exposure
Hazard Classes and Categories
Acute toxicity (Oral) - Category 4 Carcinogenicity - Category 1A Reproductive toxicity - Category 1A, Additional category: Effects on or via lactation Specific target organ toxicity - Single exposure - Category 1 (immune system) Specific target organ toxicity - Repeated exposure - Category 1 (kidney, liver, central nervous system, immune system, systemic toxicity)

Solid Organ Transplant Anti-Rejection Prophylaxis

A primary active immunosuppressive ingredient in oral microemulsions and IV formulations preventing graft rejection in kidney, liver, and heart transplant recipients

Ophthalmic Dry Eye Disease Therapy

An active immunomodulatory agent formulated into 0.05% and 0.09% ophthalmic emulsions to treat keratoconjunctivitis sicca and ocular surface inflammation

Severe Autoimmune & Dermatological Conditions

An active drug substance utilised in systemic formulations treating severe, recalcitrant plaque psoriasis, rheumatoid arthritis, and nephrotic syndrome

Microbial Fungal Fermentation & CDMO Scale-Up

A benchmark secondary fungal metabolite produced via Tolypocladium inflatum submerged fermentation for global CDMO commercial supply

Immunological Research & Cyclophilin Pathway Mapping

A high-specificity biochemical tool compound used to investigate T-cell signalling cascades, peptidyl-prolyl cis-trans isomerase (PPIase) inhibition, and mitochondrial permeability transition pores

  1. Cicloral
  2. Cyclospori
  3. Cicporal
  4. Neomerck
  5. Pleiabil

Cyclosporin FAQs

Minimum Order Quantity

25 kg (pilot) · 1 MT (commercial)

Lead Time

3 – 5 weeks ex-works

Incoterms

FOB · CIF

Packaging

20 L pails, 200 L HDPE drums, 1000 L IBC

Regional Availability

India · EU · Middle East · Southeast Asia

Documentation

SDS · COA · TDS available on request

Compliance & Quality

REACH registered*

GHS/SDS available

ISO 9001:2015 site*

RoHS compliant*

Global sourcing network

Consistent quality & reliability

End-to-end technical support

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