(1R,4R)-4-[(3S)-3-hydroxybutyl]-3,5,5-trimethylcyclohex-2-en-1-ol

Details

• Internal ID: 48343b56-90cf-4119-84bf-faa6a01e30a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4R)-4-[(3S)-3-hydroxybutyl]-3,5,5-trimethylcyclohex-2-en-1-ol
• SMILES (Canonical): CC1=CC(CC(C1CCC(C)O)(C)C)O
• SMILES (Isomeric): CC1=C[C@@H](CC([C@H]1CC[C@H](C)O)(C)C)O
• InChI: InChI=1S/C13H24O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h7,10-12,14-15H,5-6,8H2,1-4H3/t10-,11-,12-/m0/s1
• InChI Key: QKABGCVKXNSYJM-SRVKXCTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₄O₂
• Molecular Weight: 212.33 g/mol
• Exact Mass: 212.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7548	75.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9155	91.55%
P-glycoprotein inhibitior	-	0.9690	96.90%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	-	0.5139	51.39%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7263	72.63%
CYP3A4 inhibition	-	0.7561	75.61%
CYP2C9 inhibition	-	0.9173	91.73%
CYP2C19 inhibition	-	0.8906	89.06%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	-	0.9588	95.88%
CYP inhibitory promiscuity	-	0.8008	80.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6556	65.56%
Eye corrosion	-	0.9665	96.65%
Eye irritation	-	0.5541	55.41%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.9815	98.15%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7065	70.65%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.8583	85.83%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7422	74.22%
Acute Oral Toxicity (c)	III	0.6836	68.36%
Estrogen receptor binding	-	0.8980	89.80%
Androgen receptor binding	-	0.8275	82.75%
Thyroid receptor binding	-	0.6401	64.01%
Glucocorticoid receptor binding	-	0.6071	60.71%
Aromatase binding	-	0.8982	89.82%
PPAR gamma	-	0.8500	85.00%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9589	95.89%

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	96.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.33%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.77%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	86.97%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	84.90%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.28%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.28%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.06%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.62%	93.56%

Plants that contains it

• Chenopodium album

Cross-Links

• PubChem: 163009898
• LOTUS: LTS0248906
• wikiData: Q105222998