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Dammarenediol II

CAT: 0931-TN5942Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-TN5942Size:5 mg
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CAS Number
14351-29-2
Bioactivity
Dammarenediol II may have the ability to prevent diabetic microvascular complications, including diabetic retinopathy, it can inhibit vascular endothelial growth factor (VEGF) -induced intracellular reactive oxygen species generation and stress fiber formation and vascular endothelial-cadherin disruption. The medicinally important dammarenediol II can be ectopically produced in tobacco, and the production of dammarenediol-II in tobacco plants allows them to adopt a viral defense system.
Smiles
[H][C@@]1([#6]-[#6][C@]2([#6])[C@]1([H])[#6]-[#6][C@]1([H])[C@@]3([#6])[#6]-[#6]-[#6@H](-[#8])C([#6])([#6])[C@]3([H])[#6]-[#6][C@@]21[#6])[C@@]([#6])([#8])[#6]-[#6]\[#6]=[#6](\[#6])-[#6]
Molecular Formula
C30H52O2
Molecular Weight
444.744
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Dammarenediol

RN refers to (3beta)-isomer; structure given in first source

CAS Number14351-29-2
PubChem CID122880
IUPAC Name(3S,5R,8R,9R,10R,14R)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC30H52O2
Molecular Weight444.7
XLogP8.5
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity750
SMILES
CC(=CCC[C@@](C)(C1CC[C@@]2(C1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C
InChI
InChI=1S/C30H52O2/c1-20(2)10-9-16-30(8,32)22-13-18-28(6)21(22)11-12-24-27(5)17-15-25(31)26(3,4)23(27)14-19-29(24,28)7/h10,21-25,31-32H,9,11-19H2,1-8H3/t21?,22?,23-,24+,25-,27-,28+,29+,30-/m0/s1
InChIKey
NLHQJXWYMZLQJY-AXVVUFHWSA-N
Chemical Structure
2D Structure
2D structure of Dammarenediol
CAS: 14351-29-2
CID: 122880
Formula: C30H52O2
MW: 444.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight444.7
XLogP38.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass444.396730897
Monoisotopic Mass444.396730897
Topological Polar Surface Area40.5 Ų
Heavy Atom Count32
Formal Charge0
Complexity750
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
FD31054-01Dammarenediol II
GTR19181747Dammarenediol II 3-O-caffeate

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