2-(3-Hydroxybut-1-enyl)-1,3,3-trimethyl-5-propan-2-yloxycyclohexane-1,2-diol

Details

• Internal ID: 94d15a4d-28ae-4e14-89e3-b1a35136618e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(3-hydroxybut-1-enyl)-1,3,3-trimethyl-5-propan-2-yloxycyclohexane-1,2-diol
• SMILES (Canonical): CC(C)OC1CC(C(C(C1)(C)O)(C=CC(C)O)O)(C)C
• SMILES (Isomeric): CC(C)OC1CC(C(C(C1)(C)O)(C=CC(C)O)O)(C)C
• InChI: InChI=1S/C16H30O4/c1-11(2)20-13-9-14(4,5)16(19,8-7-12(3)17)15(6,18)10-13/h7-8,11-13,17-19H,9-10H2,1-6H3
• InChI Key: QZDXENLUTLICBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₄
• Molecular Weight: 286.41 g/mol
• Exact Mass: 286.21440943 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9384	93.84%
Caco-2	-	0.5545	55.45%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7554	75.54%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8540	85.40%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.7897	78.97%
CYP3A4 inhibition	-	0.8938	89.38%
CYP2C9 inhibition	-	0.8962	89.62%
CYP2C19 inhibition	-	0.7926	79.26%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.8396	83.96%
CYP2C8 inhibition	-	0.9108	91.08%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.8203	82.03%
Skin irritation	-	0.6844	68.44%
Skin corrosion	-	0.8995	89.95%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6826	68.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6212	62.12%
skin sensitisation	+	0.4737	47.37%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7351	73.51%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	-	0.6002	60.02%
Androgen receptor binding	-	0.4946	49.46%
Thyroid receptor binding	+	0.6283	62.83%
Glucocorticoid receptor binding	+	0.5792	57.92%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	-	0.6420	64.20%
Honey bee toxicity	-	0.6816	68.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8959	89.59%

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	95.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.97%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.86%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.39%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.93%	85.31%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.58%	93.10%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.34%	95.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.27%	85.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.87%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.64%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.90%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.46%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.20%	100.00%

Plants that contains it

• Cestrum parqui

Cross-Links

• PubChem: 73797118
• LOTUS: LTS0163167
• wikiData: Q105231887