(1S,2S,3S,4S)-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4-methylcyclohexane-1,2,3,4-tetrol

Details

• Internal ID: 1d1c00a3-5577-4f8b-a6fb-ac5a18ba2a38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,3S,4S)-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4-methylcyclohexane-1,2,3,4-tetrol
• InChI: InChI=1S/C15H28O5/c1-10(2)6-5-7-14(4,19)15(20)9-8-13(3,18)11(16)12(15)17/h6,11-12,16-20H,5,7-9H2,1-4H3/t11-,12-,13-,14-,15-/m0/s1
• InChI Key: NHBJWMZRJYBAPG-YTFOTSKYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₅
• Molecular Weight: 288.38 g/mol
• Exact Mass: 288.19367399 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9323	93.23%
Caco-2	+	0.5482	54.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7087	70.87%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5097	50.97%
P-glycoprotein inhibitior	-	0.9423	94.23%
P-glycoprotein substrate	-	0.9007	90.07%
CYP3A4 substrate	-	0.5336	53.36%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.7542	75.42%
CYP3A4 inhibition	-	0.8204	82.04%
CYP2C9 inhibition	-	0.7859	78.59%
CYP2C19 inhibition	-	0.7016	70.16%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.8961	89.61%
CYP2C8 inhibition	-	0.9245	92.45%
CYP inhibitory promiscuity	-	0.9243	92.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.5149	51.49%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7657	76.57%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5620	56.20%
skin sensitisation	-	0.5288	52.88%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5719	57.19%
Acute Oral Toxicity (c)	III	0.4698	46.98%
Estrogen receptor binding	+	0.5749	57.49%
Androgen receptor binding	-	0.5281	52.81%
Thyroid receptor binding	-	0.5659	56.59%
Glucocorticoid receptor binding	+	0.6027	60.27%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	-	0.4850	48.50%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9667	96.67%

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	97.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.22%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.55%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.47%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	85.65%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.35%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.84%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.00%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.76%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.82%	96.90%

Plants that contains it

• Matricaria aurea

Cross-Links

• PubChem: 100982287
• LOTUS: LTS0270199
• wikiData: Q105179289