Sclareol

Details

• Internal ID: 552be69c-9989-4826-8849-adcd6ba31d2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC1(CCCC2(C1CCC(C2CCC(C)(C=C)O)(C)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC[C@@]([C@@H]2CC[C@](C)(C=C)O)(C)O)(C)C
• InChI: InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1
• InChI Key: XVULBTBTFGYVRC-HHUCQEJWSA-N
• Popularity: 131 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.271530387 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.90

Synonyms

• 515-03-7
• labd-14-ene-8,13-diol
• (13R)-Labd-14-ene-8,13-diol
• Sclareol (natural)
• SCAREOL
• (1R,2R,4aS,8aS)-1-((R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
• UNII-B607NP0Q8Y
• B607NP0Q8Y
• CHEBI:9053
• DTXSID0047111
• EINECS 208-194-0
• (-)-SCLAREOL
• BRN 2054148
• DTXCID8027111
• FEMA NO. 4502
• 4-06-00-05554 (Beilstein Handbook Reference)
• (13R)-Labd-14-ene-8alpha,13-diol
• Labd-14-ene-8,13-diol, (13R)-
• (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol
• (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• Sclareol (6CI)
• (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol
• 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-2-hydroxy-.alpha.,2,5,5,8a-pentamethyl-, (.alpha.R,1R,2R,4aS,8aS)-
• 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (1theta-(1alpha(theta),2beta,4abeta,8aalpha))-
• 1-Naphthalenepropanol, decahydro-alpha-ethenyl-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (1R-(1-alpha(R*),2-beta,4a-beta,8a-alpha))-
• (1R,2R,4aS,8aS)-1-((3R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
• (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
• labd-14-ene-8alpha, 13beta-diol
• Sclareol, 98%
• SCLAREOL [INCI]
• Sclareol, analytical standard
• SCHEMBL873931
• CHEMBL294740
• XVULBTBTFGYVRC-HHUCQEJWSA-N
• (1R - (1a(R*),2b,4ab,8aa)) - 2 - hydroxy - a,2,5,5,8a - pentamethyl - a - vinyldecahydronaphthalene - 1 - propan - 1 - ol
• (1R-(1alpha(R*),2beta,4Abeta,8aalpha))-2-hydroxy-alpha,2,5,5,8a-pentamethyl-alpha-vinyldecahydronaphthalene-1-propan-1-ol
• [1R-[1alpha(R*),2beta,4abeta,8aalpha]]-2-hydroxy-alpha,2,5,5,8a-pentamethyl-alpha-vinyldecahydronaphthalene-1-propan-1-ol
• 1-NAPHTHALENEPROPANOL, .ALPHA.-ETHENYLDECAHYDRO-2-HYDROXY-.ALPHA.,2,5,5,8A-PENTAMETHYL-, (1R-(1.ALPHA.(R*),2.BETA.,4A.BETA.,8A.ALPHA.))-
• 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-2-hydroxy-.alpha.,2,5,5,8a-pentamethyl-, [1R-[1.alpha.(R*),2.beta.,4a.beta.,8a.alpha.]]-
• 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-
• HY-N0128
• Tox21_302727
• MFCD00869558
• Sclareol 1000 microg/mL in Acetone
• AKOS025310185
• LMPR0104030010
• (1R,2R,8aS)-Decahydro-1-(3-hydroxy-3-methyl-4-pentenyl)-2,5,5,8a-tetramethyl-2-naphthol
• NCGC00256908-01
• AC-34890
• AS-14857
• CAS-515-03-7
• CS-0007834
• S0916
• C09183
• A828631
• Q63396017
• (1R,2R,4As,8aR)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methyl-pent-4-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol
• (1R,2R,8aS)-1-((R)-3-hydroxy-3-methylpent-4-enyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol
• 1-NAPHTHALENEPROPANOL, alpha-ETHENYLDECAHYDRO-2-HYDROXY-alpha,2,5,5,8A-PENTAMETHYL-, (1R-(1alpha(R*),2beta,4Abeta,8Aalpha))-
• 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-: (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293224	P10636	Microtubule-associated protein tau	158.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	93.19%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	91.04%	94.75%
CHEMBL206	P03372	Estrogen receptor alpha	91.00%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.77%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.20%	96.09%
CHEMBL233	P35372	Mu opioid receptor	87.74%	97.93%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	87.27%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.24%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.04%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.68%	95.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.61%	92.94%
CHEMBL4302	P08183	P-glycoprotein 1	85.45%	92.98%
CHEMBL1902	P62942	FK506-binding protein 1A	84.93%	97.05%
CHEMBL3524	P56524	Histone deacetylase 4	84.17%	92.97%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.97%	99.18%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	83.18%	94.01%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.05%	95.50%
CHEMBL1871	P10275	Androgen Receptor	83.03%	96.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.17%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.84%	91.07%
CHEMBL1977	P11473	Vitamin D receptor	81.51%	99.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.52%	100.00%

Plants that contains it

• Aster spathulifolius
• Chamaecyparis pisifera
• Cistus creticus
• Curcuma kwangsiensis
• Curcuma phaeocaulis
• Curcuma wenyujin
• Curcuma zedoaria
• Nicotiana tabacum
• Polemonium viscosum
• Ptychanthus striatus
• Sagittaria sagittifolia
• Sagittaria trifolia
• Salvia sahendica
• Salvia sclarea

Cross-Links

• PubChem: 163263
• NPASS: NPC88454
• ChEMBL: CHEMBL294740
• LOTUS: LTS0267021
• wikiData: Q796619