10267-21-7

Basic information

• Product Name: (13S)-Labdane-8,15-diol
• Synonyms: (13S)-Labdane-8,15-diol
• CAS NO: 10267-21-7
• Molecular Formula: C₂₀H₃₈O₂
• Molecular Weight: 310.51
• Mol File: 10267-21-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 84-85 °C
• Boiling Point: 180-182 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 0.945±0.06 g/cm3(Predicted)
• PKA: 15.13±0.10(Predicted)
• CAS DataBase Reference: (13S)-Labdane-8,15-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (13S)-Labdane-8,15-diol(10267-21-7)
• EPA Substance Registry System: (13S)-Labdane-8,15-diol(10267-21-7)

Safety Data

• Hazardous Substances Data: 10267-21-7(Hazardous Substances Data)

Usage

General Description

(13S)-Labdane-8,15-diol is a diterpene compound that is found in various plant species. It is characterized by a labdane skeleton with hydroxyl groups at the 8th and 15th carbon positions. This chemical has been studied for its potential biological activities, including anti-inflammatory and antifungal properties. It has also been isolated from essential oils of certain plants and used in traditional medicine for its therapeutic effects. In addition, (13S)-Labdane-8,15-diol has shown potential as an anti-cancer agent, with research suggesting that it may have cytotoxic effects on cancer cells. Overall, this compound holds promise for various pharmaceutical and medicinal applications due to its diverse biological activities and potential health benefits.

Upstream product

• 110259-13-7 (+/-)-5aβ,8,8,11aβ-tetramethyl-3α-(2-propenyl)-7aαH,11bαH-tetradecahydronaphth<2,1-b>oxepin-4-one 
• 110259-09-1 (+/-)-8β-hydroxy-1,1,4aβ,8aβ-tetramethyl-3,4,4a,6,7,8,8a,9,10,10aα-decahydro-2(1H)-phenanthrenone 
• 110259-67-1 (+/-)-3α,5aβ,8,8,11aβ-pentamethyl-7aαH,11bαH-tetradecahydronaphth<2,1-b>oxepin-4-one 
• 110259-65-9 (+/-)-1β-<(3R)-3-hydroxymethyl-5-hexenyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol 
• 110259-08-0 (+/-)-5aβ,8,8,11aβ-tetramethyl-7aαH,11bαH-tetradecahydronaphth<2,1-b>oxepin-4-one 
• 110259-10-4 (+/-)-4bβ,8,8,10aβ-tetramethyl-1,2,3,4b,5,6,8,8aα,9,10,10a-dodecahydro-1β-phenanthrenol 
• 110259-12-6 (+/-)-4bβ,8,8,10aβ-tetramethyl-3,4,4aα,4b,5,6,7,8,8aα,9,10,10a-dodecahydro-1(2H)-phenanthrenone 
• 110259-68-2 (+/-)-1β-<(3S)-4-hydroxy-3-methylbutyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol 
• 110259-11-5 (+/-)-4bβ,8,8,10aβ-tetramethyl-4aαH,8aαH-tetradecahydro-1β-phenanthrenol 
• 72214-46-1 (4aSR,8RS,8aRS)-8-hydroxy-1,4a,8a-trimethyl-4,4a,6,7,8,8a,9,10-octahydrophenanthren-2(3H)-one 
• 110259-66-0 (+/-)-1β-<(3R)-3-methyl-5-hexenyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 110259-69-3 (+/-)-1β-<(3S)-3-methyl-4-(p-tolylsulfonyl)butyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol 
• 110259-70-6 (+/-)-1β-<(3S)-4-cyano-3-methylbutyl>-2β,5,5,8aβ-tetramethyl-4aαH-decahydro-2α-naphthalenol 

Downstream Products

• 469-11-4 (-)-(3S)-5-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydro-1-naphthalenyl)-3-methylpentanoic acid 
• 1234313-33-7 labdan-8α-ol-15-p-bromobenzoate 
• 146041-54-5 9(S)-15-Acetoxy-8-oxo-8,9 seco-9-iodo-labdane 
• 146142-44-1 9(R)-15-Acetoxy-8-oxo-8,9 seco-9-iodo-labdane 

Relevant articles and documents

Stereoselective Total Synthesis of (+/-)-Labdane-8α-15-diol and (+/-)-Eperuane-8β,15-diol

(+/-)-Labdane-8α,15-diol and (+/-)-eperuane-8β,15-diol, diastereomeric diterpenes to each other, were prepared separately and stereoselectively, via a common 7-membered lactone from the known tricyclic keto alcohol.

DITERPENOIDS AND FLAVONOIDS FROM CISTUS PALINHAE

Cativic, ladenic, labdanolic, 8α-hydroxy-13(E)-labden-15-oic and 3-phenylpropionic acids were isolated from Cistus palinhae.In addition two new acids were characterized as 8α-methoxy-labd-15-oic and (5R,8R,9R,10S)-2-oxo-3-cis-cleroden-15-oic.From the neutral fraction were isolated the known 8,15-labdanediol, 8(17)labden-15-ol, 6-oxo-7-labden-15-ol and 6β-hydroxy-8(17)-labden -15-ol and also identified were the hydroxy derivatives 8α-hydroxy- 15-phenylpropionoxy-labdane-8α-hydroxy-15-acetoxy-labdane, 8-labden-15-ol and 8-epi-15-labdanediol.The weak acid fraction gave jaranol (5,4'-dihydroxy-3,7-dimethoxyflavone), genkwanin (5,4'-dihyyroxy-7-methoxyflavone), 3-methylkampferol and (-)betuligenol.Key Word Index-Cistus palinhae; Cistaceae; diterpenes; flavonoids.