4-(3-Hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-en-1-ol

Details

• Internal ID: 1c86d830-0a0f-4fa6-870c-18977a4c9fc8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(3-hydroxybut-1-enyl)-3,5,5-trimethylcyclohex-2-en-1-ol
• SMILES (Canonical): CC1=CC(CC(C1C=CC(C)O)(C)C)O
• SMILES (Isomeric): CC1=CC(CC(C1C=CC(C)O)(C)C)O
• InChI: InChI=1S/C13H22O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,10-12,14-15H,8H2,1-4H3
• InChI Key: YTPJSSUCMUKHHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31 g/mol
• Exact Mass: 210.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• DTXSID60806383
• 4-(3-Hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-en-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6901	69.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5543	55.43%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9279	92.79%
P-glycoprotein inhibitior	-	0.9628	96.28%
P-glycoprotein substrate	-	0.8845	88.45%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.7466	74.66%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	-	0.8592	85.92%
CYP2C19 inhibition	-	0.7282	72.82%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8643	86.43%
CYP2C8 inhibition	-	0.9401	94.01%
CYP inhibitory promiscuity	-	0.7550	75.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6765	67.65%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9311	93.11%
Eye irritation	-	0.7409	74.09%
Skin irritation	+	0.5118	51.18%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6932	69.32%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.9246	92.46%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7161	71.61%
Acute Oral Toxicity (c)	III	0.8456	84.56%
Estrogen receptor binding	-	0.8927	89.27%
Androgen receptor binding	-	0.7417	74.17%
Thyroid receptor binding	-	0.6077	60.77%
Glucocorticoid receptor binding	-	0.6805	68.05%
Aromatase binding	-	0.8960	89.60%
PPAR gamma	-	0.8376	83.76%
Honey bee toxicity	-	0.8800	88.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7552	75.52%

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	93.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.66%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.56%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.71%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.93%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.70%	90.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.16%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.08%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.35%	94.75%

Plants that contains it

• Anethum graveolens
• Cestrum parqui
• Chenopodium album
• Lessingianthus rubricaulis

Cross-Links

• PubChem: 71384106
• LOTUS: LTS0264775
• wikiData: Q82782056