(1S,4R)-1-[(3S)-3-hydroxybutyl]-2,6,6-trimethylcyclohex-2-ene-1,4-diol

Details

• Internal ID: f43ba127-8f0c-45d0-8fe9-73938d12cb18
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R)-1-[(3S)-3-hydroxybutyl]-2,6,6-trimethylcyclohex-2-ene-1,4-diol
• SMILES (Canonical): CC1=CC(CC(C1(CCC(C)O)O)(C)C)O
• SMILES (Isomeric): CC1=C[C@@H](CC([C@]1(CC[C@H](C)O)O)(C)C)O
• InChI: InChI=1S/C13H24O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h7,10-11,14-16H,5-6,8H2,1-4H3/t10-,11-,13+/m0/s1
• InChI Key: JZLWGWGGZALHGM-GMXVVIOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₄O₃
• Molecular Weight: 228.33 g/mol
• Exact Mass: 228.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7498	74.98%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7911	79.11%
P-glycoprotein inhibitior	-	0.9778	97.78%
P-glycoprotein substrate	-	0.7639	76.39%
CYP3A4 substrate	+	0.5268	52.68%
CYP2C9 substrate	-	0.7761	77.61%
CYP2D6 substrate	-	0.7578	75.78%
CYP3A4 inhibition	-	0.7178	71.78%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.9408	94.08%
CYP2C8 inhibition	-	0.9792	97.92%
CYP inhibitory promiscuity	-	0.8378	83.78%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6526	65.26%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.5762	57.62%
Skin irritation	-	0.5697	56.97%
Skin corrosion	-	0.9811	98.11%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7559	75.59%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5276	52.76%
skin sensitisation	+	0.8037	80.37%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8161	81.61%
Acute Oral Toxicity (c)	III	0.5888	58.88%
Estrogen receptor binding	-	0.8948	89.48%
Androgen receptor binding	-	0.6153	61.53%
Thyroid receptor binding	-	0.5952	59.52%
Glucocorticoid receptor binding	-	0.5727	57.27%
Aromatase binding	-	0.8001	80.01%
PPAR gamma	-	0.8081	80.81%
Honey bee toxicity	-	0.9265	92.65%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9723	97.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.43%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	91.61%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.29%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.39%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.53%	86.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.12%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%

Plants that contains it

• Chenopodium album

Cross-Links

• PubChem: 162990853
• LOTUS: LTS0010869
• wikiData: Q105137469