(13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone
(13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone Basic information
- Product Name:
- (13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone
- Synonyms:
-
- (13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone
- (5R,6R,8R,9S,10S,13S,14R,16β,22R,25S)-14,17:14,27-Diepoxy-6,13,20,22-tetrahydroxy-5-chloro-1,15-dioxo-16,24-cyclo-13,14-secoergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone
- NSC-688074
- Physalin H
- 17,3-(Epoxymethano)-1,17:2,6-dimethano-17H-naphtho[1,2-f]furo[3,4-b:2,3-c']bisoxocin-4,8,11,21(1H,8aH,10bH)-tetrone, 14a-chloro-2,3,6,6a,9,10,10a,14,14a,15,16,16a-dodecahydro-8a,15-dihydroxy-2,6a,10b-trimethyl-, (1R,2S,3S,6R,6aS,8aS,10aS,10bS,14aR,15R,16aR,17R,18aR)-
- CAS:
- 70241-09-7
- MF:
- C28H31ClO10
- MW:
- 563
- Mol File:
- 70241-09-7.mol
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(13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone Chemical Properties
- Melting point:
- 275-278 °C
- Density
- 1.59±0.1 g/cm3(Predicted)
- pka
- 12.03±0.70(Predicted)
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(13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone Usage And Synthesis
Uses
Physalin H is a natural product that can be isolated from Solanum nigrum. Physalin H is an inhibitor of Hedgehog (Hh) signaling and it disrupts GLI1-DNA-complex formation. Physalin H inhibits GLI1 transcription with an IC50 value of 0.7 μM. Physalin H shows cytotoxicity to PANC1 and DU145 cells with IC50 values of 5.7 and 6.8 μM, respectively[1].
Definition
ChEBI: Physalin H is a physalin.
References
[1] Arai MA, eta l. Physalin H from Solanum nigrum as an Hh signaling inhibitor blocks GLI1-DNA-complex formation. Beilstein J Org Chem. 2014 Jan 13;10:134-40.
(13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactoneSupplier
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(13S,14R,22R,25S)-1,15-Dioxo-5-chloro-6β,13,20,22-tetrahydroxy-14,17α:14,27-diepoxy-16β,24-cyclo-13,14-seco-5α-ergosta-2-ene-18,26-dioic acid 18,20:26,22-dilactone(70241-09-7)Related Product Information
- (16β,22R)-14α,17-Epoxy-13,14,20,22-tetrahydroxy-1,15-dioxo-16,24-cyclo-13,14-secoergosta-2,5,25(27)-triene-18,26-dioic acid 18,20:26,22-dilactone
- physalin F
- Physalin G
- (16S,22R)-14α,17α-Epoxy-7α,13,14,20,22-pentahydroxy-1,15-dioxo-16,24-cyclo-13,14-secoergosta-2,5,25(27)-triene-18,26-dioic acid 18,20:26,22-dilactone
- physalin B
- 1,17:2,6-Dimethano-8H-naphtho[1,2-f]furo[3,4-b:2,3-c']bisoxocin-4,8,11,19(1H,8aH)-tetrone, 2,3,6,6a,9,10,10a,10b,14,16,16a,17-dodecahydro-8a,16,17-trihydroxy-2,3,6a,10b-tetramethyl-, (1S,2S,3S,6R,6aS,8aR,10aS,10bR,16R,16aS,17R,18aR)-
- PHYSALIN D