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Petromyzonol

Item No. 98250

Technical Information
Formal Name
3α,7α,12α,24-tetrahydroxy-5α-cholane
CAS Number
28979-29-5
Molecular Formula
C24H42O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 2 mg/mlDMSO: 1 mg/mlEthanol: 2 mg/mlEthanol:PBS (1:1): 50 µg/ml
SMILES
C[C@H](CCCO)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@@]21C
InChi Code
InChI=1S/C24H42O4/c1-14(5-4-10-25)17-6-7-18-22-19(13-21(28)24(17,18)3)23(2)9-8-16(26)11-15(23)12-20(22)27/h14-22,25-28H,4-13H2,1-3H3/t14-,15-,16-,17-,18+,19+,20-,21+,22+,23+,24-/m1/s1
InChi Key
BMSROUVLRAQRBY-JLIFGLSWSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Petromyzonol is a tetrahydroxy stearol which serves as the primary spawning pheromone in adult sea lamprey. It is produced in the bile of sea lamprey larvae from the bile acid precursor allocholic acid. While the adult sea lamprey is relatively insensitive to petromyzonol itself, the C-24 sulfate ester (petromyzonol sulfate) is a pheromone and a spawning chemoattractant which can be detected at very low concentrations by lamprey olfactory chemoreceptors. Petromyzonol, petromyzonol sulfate, and allocholic acid are all found in water samples from fresh water streams bearing larval lamprey populations.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, W., Sorensen, P.W., and Gallaher, D.D. The olfactory system of migratory adult sea lamprey (Petromyzon marinus) is specifically and acutely sensitive to unique bile acids released by conspecific larvae. J. Gen. Physiol. 105(5), 569-587 (1995).