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MedKoo Cat#: 584592 | Name: Protogracillin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Protogracillin is a steroid saponin originally isolated from T. terrestris. It is cytotoxic to K562 cells. Steroidal saponins are an important type of plant-specific metabolite that are essential for plants’ responses to biotic and abiotic stresses.

Chemical Structure

Protogracillin
Protogracillin
CAS#54848-30-5

Theoretical Analysis

MedKoo Cat#: 584592

Name: Protogracillin

CAS#: 54848-30-5

Chemical Formula: C51H84O23

Exact Mass: 1064.5403

Molecular Weight: 1065.21

Elemental Analysis: C, 57.51; H, 7.95; O, 34.55

Price and Availability

Size Price Availability Quantity
5mg USD 650.00 2 Weeks
10mg USD 1,150.00 2 Weeks
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Related CAS #
No Data
Synonym
Protogracillin; Proto-Gracillin
IUPAC/Chemical Name
(2S,3R,4R,5R,6S)-2-(((2R,3R,4S,5R,6R)-5-hydroxy-2-(((4S,6aR,6bS,8aS,8bR,9S,10R,11aS,12aS,12bS)-10-hydroxy-6a,8a,9-trimethyl-10-((R)-3-methyl-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)butyl)-3,4,5,6,6a,6b,7,8,8a,8b,9,10,11a,12,12a,12b-hexadecahydro-1H-naphtho[2',1':4,5]indeno[2,1-b]furan-4-yl)oxy)-6-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol
InChi Key
GMCGZPQYTRHQRU-DKWQWWTLSA-N
InChi Code
InChI=1S/C51H84O23/c1-20(19-66-45-40(62)38(60)34(56)29(16-52)69-45)8-13-51(65)21(2)32-28(74-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)68-48-44(73-46-41(63)37(59)33(55)22(3)67-46)43(36(58)31(18-54)71-48)72-47-42(64)39(61)35(57)30(17-53)70-47/h6,20-22,24-48,52-65H,7-19H2,1-5H3/t20-,21+,22+,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47+,48-,49+,50+,51-/m1/s1
SMILES Code
O[C@@H]1[C@H](O[C@@H](O[C@H]2CC[C@@]3([C@]4(CC[C@@]5([C@@]6([C@@](O[C@@](O)([C@H]6C)CC[C@H](CO[C@H]7[C@H](O)[C@@H](O)[C@H](O)[C@H](O7)CO)C)(C[C@]5([C@@]4(CC=C3C2)[H])[H])[H])[H])C)[H])C)[C@H](O[C@H]8[C@H](O)[C@H](O)[C@@H](O)[C@@H](O8)C)[C@H]1O[C@H]9[C@H](O)[C@@H](O)[C@H](O)[C@H](O9)CO)CO
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,065.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1. Tomova, M., Gyulemetova, R., Zarkova, S., et al. Steroidal saponins from Tribulus terrestris L. with a stimulating action on the sexual functions. 1st Int. Conf. Chem. Biotechnol. Biol. Act. Nat. Prod. 3(1), 298-302 (1982). 2. Hu, K., Dong, A.-J., Yao, X.-S., et al. Antineoplastic steroidal saponins from rhizomes of DIoscorea collettii var. Hypoglauca. Stud. Plant Sci. 6, 220-229 (1999). 3. Li Y, Yang H, Li Z, Li S, Li J. Advances in the Biosynthesis and Molecular Evolution of Steroidal Saponins in Plants. Int J Mol Sci. 2023 Jan 30;24(3):2620. doi: 10.3390/ijms24032620. PMID: 36768941; PMCID: PMC9917158.