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10-Hydroxycamptothecin

CAS No.
19685-09-7
Chemical Name:
10-Hydroxycamptothecin
Synonyms
SN38;HCPT;HYDROXYCAMPTOTHECIN;10-HCPT;(S)-10-HYDROXYCAMPTOTHECIN;Ampule;NSC 107124;HYDROCAMPTOTHECINE;hydroxy-camptotheci;Irinotecan USP RC A
CBNumber:
CB4445430
Molecular Formula:
C20H16N2O5
Molecular Weight:
364.35
MDL Number:
MFCD00189425
MOL File:
19685-09-7.mol
MSDS File:
SDS
Last updated:2024-11-13 21:11:14

10-Hydroxycamptothecin Properties

Melting point 265-270°C
Boiling point 820.7±65.0 °C(Predicted)
Density 1.60
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility ≥23.8 mg/mL in DMSO with gentle warming; insoluble in EtOH; insoluble in H2O
form powder to crystal
pka 8.93±0.40(Predicted)
color White to Yellow to Orange
InChIKey HAWSQZCWOQZXHI-FQEVSTJZSA-N
CAS DataBase Reference 19685-09-7(CAS DataBase Reference)
FDA UNII 9Z01632KRV

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H340
Precautionary statements  P202-P264-P270-P280-P301+P310-P405
Safety Statements  24/25
HS Code  29349990
NFPA 704
0
2 0

10-Hydroxycamptothecin price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2491 Irinotecan Related Compound A Pharmaceutical Secondary Standard; Certified Reference Material 19685-09-7 25MG $485 2024-03-01 Buy
Sigma-Aldrich 1347610 Irinotecan Related Compound A 19685-09-7 10mg $1490 2024-03-01 Buy
TCI Chemical H1463 10-Hydroxycamptothecin >98.0%(HPLC) 19685-09-7 1g $231 2024-03-01 Buy
Cayman Chemical 14635 (S)-10-hydroxy-Camptothecin ≥98% 19685-09-7 25mg $57 2024-03-01 Buy
Cayman Chemical 14635 (S)-10-hydroxy-Camptothecin ≥98% 19685-09-7 50mg $107 2024-03-01 Buy
Product number Packaging Price Buy
PHR2491 25MG $485 Buy
1347610 10mg $1490 Buy
H1463 1g $231 Buy
14635 25mg $57 Buy
14635 50mg $107 Buy

10-Hydroxycamptothecin Chemical Properties,Uses,Production

Description

DNA topoisomerases relax supercoiled DNA during replication, transcription, recombination, repair, and chromosome condensation. The relaxation of DNA supercoiling by topoisomerase I at single-strand breaks represents a target for anticancer agents to intercalate between DNA base pairs, leading to the activation of apoptotic and cell cycle arrest pathways. (S)-10-hydroxy-Camptothecin is an inhibitor of topoisomerase I originally isolated from the Chinese tree C. acuminata. It is a member of the camptothecin family that demonstrates less toxicity than its parent compound. (S)-10-hydroxy-Camptothecin has strong anti-tumor activity against a wide range of experimental tumors including L1210 leukemia cells (IC50 = 1.15 μM). In vitro treatment of human HepG2 cells with 5-20 μM (S)-10-hydroxy-camptothecin results in cell cycle arrest at the G2/M phase.

Chemical Properties

Yellow Solid

Uses

A Camptothecin derivative; a topoisomerase inhibitor for cancer therapy

Definition

ChEBI: 10-Hydroxycamptothecin is a pyranoindolizinoquinoline.

in vitro

10-Hydroxycamptothecin inhibited the growth of BT-20 and MDA-231 cells with IC50 of 34.3nM and 7.27nM, respectively, which was more potent than camptothecin (CPT) with IC50>500nM. 10-Hydroxycamptothecin potently induces the formation of the pBR322 plasmid DNA cleavage complex mediated by human topoisomerase I with an EC50 of 0.35 μM, more than 50-fold more potent than CPT with an EC50 of 18.85 μM. 10-Hydroxycamptothecin treatment caused dose-dependent growth inhibition of human microvascular endothelial cells (HMECs) with IC50 of 0.31 μM and significantly inhibited HMEC migration with IC50 of 0.63 μM. Treatment of HMEC cells with 10-Hydroxycamptothecin also inhibited microtubule formation in a dose-dependent manner with IC50 of 0.96 μM. 10-Hydroxycamptothecin (5-20 nM) significantly inhibits the differentiation of Colo205 cells, arrests the cell cycle in G2 phase, and induces apoptosis through a caspase-3-dependent pathway.

in vivo

In the CAM model, 10-Hydroxycamptothecin treatment inhibited angiogenesis in a concentration-dependent manner, with 95% inhibition at 25 nM, more potent than suramin, which inhibited only 60% of angiogenesis at 125 nM. 10-Hydroxycamptothecin, administered orally at low doses of 2.5-7.5 mg/kg every two days, caused significant growth inhibition in Colo205 xenograft mice, but no acute toxicity. LD50: 104 mg/kg in mice (intraperitoneal injection).

IC 50

0.31 μm

References

[1] vladu b, woynarowski jm, manikumar g, wani mc, wall me, von hoff dd, wadkins rm. 7- and 10-substituted camptothecins: dependence of topoisomerase i-dna cleavable complex formation and stability on the 7- and 10-substituents. mol pharmacol. 2000 feb;57(2):243-51.
[2] xiao d, tan w, li m, ding j. antiangiogenic potential of 10-hydroxycamptothecin. life sci. 2001 aug 24;69(14):1619-28.
[3] ping yh, lee hc, lee jy, wu ph, ho lk, chi cw, lu mf, wang jj. anticancer effects of low-dose 10-hydroxycamptothecin in human colon cancer. oncol rep. 2006 may;15(5):1273-9.

7689-03-4
19685-09-7
19685-11-1
Synthesis of 10-Hydroxycamptothecin from (+)-Camptothecin

10-Hydroxycamptothecin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 473)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29791 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 18747 58
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29885 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3772 58
Accela ChemBio Inc.
+1-858-6993322 info@accelachem.com United States 17254 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2993 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58

Related articles

View Lastest Price from 10-Hydroxycamptothecin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hydroxycamptothecin pictures 2024-11-14 Hydroxycamptothecin
19685-09-7
US $0.00-0.00 / g 1g 98% 2000 Changsha Staherb Natural Ingredients Co., Ltd.
(S)-10-Hydroxycamptothecin pictures 2024-11-13 (S)-10-Hydroxycamptothecin
19685-09-7
US $44.00-84.00 / mg 99.81% 10g TargetMol Chemicals Inc.
10-Hydroxycamptothecin pictures 2023-02-24 10-Hydroxycamptothecin
19685-09-7
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
  • Hydroxycamptothecin pictures
  • Hydroxycamptothecin
    19685-09-7
  • US $0.00-0.00 / g
  • 98%
  • Changsha Staherb Natural Ingredients Co., Ltd.

10-Hydroxycamptothecin Spectrum

Camptothecae Acuminatae extract hydrate,(s)-dihydroxy hydroxy-camptotheci Hydroxycamptothencine (20S)-10-HYDROXYCAMPTOTHECIN 98% (20S)-10-Hydroxycamptothecin HYDROCAMPTOTHECINE CAMPTOTHECIN, 10-HYDROXY(SH) HYDROXYCAMPTOTHECIN, 10-(P) 10-hydroxycamptothecin (TECANS) 10-HYDROCAMPTOTHECIN Ampule (4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione NSC 107124 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione,4-ethyl-4,10-dihydroxy-, (4S)- (4S)-4,9-Dihydroxy-4-ethyl-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4,9-dihydroxy-, (4S)- (S)-10-Hydroxycamptothecin (4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione Irinotecan USP RC A CAMPTOTHECIN, 10-HYDROXY- CAMPTOTHECIN, 10-HYDROXY-, CAMPTOTHECA ACUMINATA HYDROXYCAMPTOTHECIN, 10- (20S)-10-HYDROXYCAMPTOTHECIN (20S)-7-ETHYL-10-HYDROXYCAMPTOTHECIN (S)-10-HYDROXYCAMPTOTHECIN CaMptothecin IMpurity CaMptothecin 10-Hydroxy IMpurity 10-HydroxycaMptothecin, froM Taxus chinensis (s)-10-hydroxycamptothecinhydrate 4’:6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione,4-ethyl-4,9-1h-pyrano(3 4’:6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione,4-ethyl-4,9-dihydroxy-,hydrate,(s)-1h-pyrano(3 (4S)-4α-Ethyl-4,9-dihydroxy-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione (4S)-9-Hydroxy-4-hydroxy-4-ethyl-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 10-Hydroxycamptothecin 10-Hydroxycamptothecine HYDROXYCAMPTOTHECIN, 10-(RG) 10-hydroxycamptothecin,HCPT (S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-(4H,12H)-dione Irinotecan Related CoMpound A (+/-)-4-ethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione Irinotecan Related Compound A (10 mg) ((S)-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione) 1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 10-HydroxycaMptothecin, HydroxycaMptothecine 10-Hydroxycamptothecin, 98%, from Taxus chinensis (Pilg.) Rehder Irinotecan Impurity 12 Irinotecan EP Impurity B 10-Hydroxycamptothecin 19685-09-7 (S)-4-ethyl-4,9-dihydroxy-1H-pyrano 10-HYDROXY CAMPTOTHECIN (IRINOTECAN EP IMPURITY B) Fructus Camptothecae Hydroxycamptothecin 80-98% (S)-10-Hydroxycamptothecin,>98% (20S)-10-Hydroxycamptothecine Camptotheca acuminata fruit extract (19S)-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione 1-Hydroxy camptothecin 10 hydroxy CamptothecinQ: What is 10 hydroxy Camptothecin Q: What is the CAS Number of 10 hydroxy Camptothecin Q: What is the storage condition of 10 hydroxy Camptothecin Irinotecan Related Compound A ((S)-4-ethyl-4,9-dihydroxy-1H-pyrano[3'',4'':6,7]indolizino[1,2-b]quino (1347610) (S)-10-HYDROXYCAMPTOTHECIN SN38