(S)-10-Hydroxycamptothecin

Alias: 10-HCPT; Hydroxycamptothecin; 10OHCPT; HCPT; 10hydroxycamptothecine; 10HCPT; 10 HCPT; (S)10Hydroxycamptothecin; 10Hydroxy camptothecin; Hydroxycamptothecine; Camptothecin hydroxy10hydroxycamptothecin
Cat No.:V1421 Purity: ≥98%
10-Hydroxycamptothecin (also abbreviated as 10HCPT; 10OHCPT; HCPT; 10 HCPT), the 10-hydroxylated form of camptothecin, is a natural product and topoisomerase I inhibitor with potential anticancer activity.
(S)-10-Hydroxycamptothecin Chemical Structure CAS No.: 19685-09-7
Product category: Topoisomerase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

10-Hydroxycamptothecin (also abbreviated as 10HCPT; 10OHCPT; HCPT; 10 HCPT), the 10-hydroxylated form of camptothecin, is a natural product and topoisomerase I inhibitor with potential anticancer activity. It significantly and dose-dependently inhibits HMEC migration, with an IC50 of 0.63 μM. The SRB assay was used to detect the proliferation of seven human tumor cell lines and human microvascular endothelial cells (HMEC). This led to an investigation into the antiangiogenic potential of 10-hydroxycamptothecin (HCPT), and two in vitro model systems were used to evaluate endothelial cell migration and tube formation.

Biological Activity I Assay Protocols (From Reference)
Targets
Topoisomerase I
ln Vitro

10-Hydroxycamptothecin has a more potent inhibitory effect on BT-20 and MDA-231 cell growth than camptothecin (CPT), with IC50 values of >500 nM and 34.3 nM and 7.27 nM, respectively. 10-Hydroxycamptothecin exhibits >50-fold potency compared to CPT, which has an EC50 of 18.85 μM, by potently inducing human topoisomerase I-mediated cleavable complex formation of pBR322 plasmid DNA at 0.35 μM.[2] 10- Human microvascular endothelial cells (HMEC) treated with hydroxycamptothecin exhibit dose-dependent growth inhibition with an IC50 of 0.31 μM and significantly reduced HMEC migration with an IC50 of 0.63 μM. Additionally, treatment with 10-Hydroxycamptothecin inhibits tube formation in HMEC cells in a dose-dependent manner, with an IC50 of 0.96 μM.[3] 10-Hydroxycamptothecin (5–20 nM) dramatically suppresses Colo 205 cell growth, stops the cells in the G2 phase of the cell cycle, and triggers apoptosis via a mechanism that depends on caspase-3.[4]

ln Vivo
10-Hydroxycamptothecin treatment significantly reduces angiogenesis in the CAM model in a concentration-dependent manner, with 95% inhibition at a dose of 25 nM.This is more potent than suramin, which only inhibits angiogenesis by 60% at 125 nM.[3] Mice receiving oral dosages of 2.5–7.5 mg/kg of 10-hydroxycamptothecin every two days exhibit a notable reduction in the growth of Colo 205 xenografts without experiencing any acute toxicity. [4] LD50: 104 mg/kg (i.p.) in mice.[5]
Cell Assay
For 72 hours, different concentrations of 10-Hydroxycamptothecin are applied to cells. The conventional MTT assay is used to track cell growth.
Animal Protocol
BALB/c-nu mice transplanted subcutaneously with Colo 205 cells
~7.5 mg/kg
Orally once per two days
BALB/c-nu mice transplanted subcutaneously with Colo 205 cells
References

[1]. Cancer Biochem Biophys . 1990 Jan;11(1):23-30.

[2]. Oncol Rep . 2006 May;15(5):1273-9.

[3]. Mol Pharmacol . 2000 Feb;57(2):243-51.

[4]. Life Sci . 2001 Aug 24;69(14):1619-28.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H16N2O5
Molecular Weight
364.35
Exact Mass
364.11
Elemental Analysis
C, 65.93; H, 4.43; N, 7.69; O, 21.96
CAS #
19685-09-7
Related CAS #
19685-09-7
Appearance
Light yellow solid powder
SMILES
CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)O)O
InChi Key
HAWSQZCWOQZXHI-FQEVSTJZSA-N
InChi Code
InChI=1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1
Chemical Name
(19S)-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
Synonyms
10-HCPT; Hydroxycamptothecin; 10OHCPT; HCPT; 10hydroxycamptothecine; 10HCPT; 10 HCPT; (S)10Hydroxycamptothecin; 10Hydroxy camptothecin; Hydroxycamptothecine; Camptothecin hydroxy10hydroxycamptothecin
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 8~50 mg/mL (22.0~137.2 mM)
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (6.86 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (6.86 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: 30% PEG400+0.5% Tween80+5% Propylene glycol : 30mg/mL


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7446 mL 13.7231 mL 27.4461 mL
5 mM 0.5489 mL 2.7446 mL 5.4892 mL
10 mM 0.2745 mL 1.3723 mL 2.7446 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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