1beta-Hydroxy-beta-eudesmol

Details

• Internal ID: ba8f2353-83c9-4425-9ab4-b2bb5d6b4043
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4aS,6R,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-ol
• SMILES (Canonical): CC12CCC(CC1C(=C)CCC2O)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@H](C[C@H]1C(=C)CC[C@H]2O)C(C)(C)O
• InChI: InChI=1S/C15H26O2/c1-10-5-6-13(16)15(4)8-7-11(9-12(10)15)14(2,3)17/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13-,15-/m1/s1
• InChI Key: MQOLOUZWNJHZLN-QVHKTLOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 83217-89-4
• (1R,4aS,6R,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-ol
• 4(15)-Eudesmene-1beta,11-diol
• AKOS032962698

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6119	61.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5452	54.52%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7562	75.62%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.8845	88.45%
CYP3A4 substrate	+	0.6190	61.90%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7473	74.73%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.6823	68.23%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8202	82.02%
CYP2C8 inhibition	-	0.7680	76.80%
CYP inhibitory promiscuity	-	0.7637	76.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.6298	62.98%
Skin irritation	+	0.5231	52.31%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6281	62.81%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6438	64.38%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7711	77.11%
Acute Oral Toxicity (c)	III	0.8057	80.57%
Estrogen receptor binding	-	0.5164	51.64%
Androgen receptor binding	-	0.5431	54.31%
Thyroid receptor binding	-	0.5355	53.55%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	-	0.7296	72.96%
PPAR gamma	-	0.7543	75.43%
Honey bee toxicity	-	0.8423	84.23%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.51%	97.25%
CHEMBL1871	P10275	Androgen Receptor	95.36%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.06%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	92.45%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.80%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.47%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.44%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.46%	93.04%

Plants that contains it

• Achillea clypeolata
• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocarpus marsupium
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 13969455
• NPASS: NPC163567
• LOTUS: LTS0162886
• wikiData: Q105170145