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Kauran-16,17-diol

CAT: 0804-HY-N7422-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N7422-01Size:1 mg
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Description
Kauran-16,17-diol (ent-Kauran-16β,17-diol), a natural diterpene, posseses anti-tumor and inducing-apoptosis activity, with a IC50 of 17 μM on inhibiting NO production in LPS-stimulated RAW 264.7 macrophages[1][2].
CAS Number
16836-31-0
Product Name Alternative
Ent-Kauran-16β,17-diol
UNSPSC
12352211
Hazard Statement
H315, H319
Target
Apoptosis
Type
Natural Products
Related Pathways
Apoptosis
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/kauran-16-17-diol.html
Purity
99.51
Solubility
DMSO : 12.5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
C[C@]1(CCC2)[C@@]3([H])[C@](C[C@H]4CC3)(CC[C@]1([H])C2(C)C)C[C@]4(O)CO
Molecular Formula
C20H34O2
Molecular Weight
306.48
Precautions
H315, H319
References & Citations
[1]Alvaro Morales, et al. The natural diterpene ent-16β-17α-dihydroxykaurane down-regulates Bcl-2 by disruption of the Ap-2α/Rb transcription activating complex and induces E2F1 up-regulation in MCF-7 cells. Apoptosis. 2011 Dec;16 (12) :1245-52.|[2]Nguyen Xuan Nhiem, et al. New ent-kauranes from the fruits of Annona glabra and their inhibitory nitric oxide production in LPS-stimulated RAW264.7 macrophages. Bioorg Med Chem Lett. 2015 Jan 15;25 (2) :254-8.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Kauran-16,17-diol

isolated from Fritillaria anhuiensis

CAS Number16836-31-0
PubChem CID13816757
IUPAC Name(1S,4R,9R,10R,13S,14R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol
Molecular FormulaC20H34O2
Molecular Weight306.5
XLogP4.9
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count22
Formal Charge0
Complexity472
SMILES
C[C@@]12CCCC([C@H]1CC[C@]34[C@H]2CC[C@@H](C3)[C@](C4)(CO)O)(C)C
InChI
InChI=1S/C20H34O2/c1-17(2)8-4-9-18(3)15(17)7-10-19-11-14(5-6-16(18)19)20(22,12-19)13-21/h14-16,21-22H,4-13H2,1-3H3/t14-,15+,16-,18+,19-,20-/m0/s1
InChIKey
LCYWCTWYVKIBSA-ZYLYKIMZSA-N
Chemical Structure
2D Structure
2D structure of Kauran-16,17-diol
CAS: 16836-31-0
CID: 13816757
Formula: C20H34O2
MW: 306.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight306.5
XLogP34.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass306.255880323
Monoisotopic Mass306.255880323
Topological Polar Surface Area40.5 Ų
Heavy Atom Count22
Formal Charge0
Complexity472
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
RAA83631-01Kauran-16,17-diol
MBS3609778-01kauran-16, 17-diol
GTR19158876-01Kauran-1617-diol
TBW00883kaurane-16,17-diol
TN1177Kauran-18-oic acid, 16,17,19-trihydroxy-, (4α) -
5047305-ANDROSTEN-3β, 17β-DIOL-16,16,17-d3 discontinued
MBS5762314ent-3-Oxokaurane-16,17-diol
TRC-A294421-10MG5Alpha-androstane-3Alpha,17Beta-diol-17-glucuronide-16,16,17-D3 (D3-3Alpha-diol-17G)
TBW00319ent-Kauran-17,19-dioic acid
TRC-A637547-1MGDelta5-Androstene-3Beta,17Beta-diol-16,16,17-d3

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