(3R)-1-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methoxy-3-methylpent-4-en-2-ol

Details

• Internal ID: 98dc1ffd-a2b4-444a-a282-4a75f590c775
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R)-1-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methoxy-3-methylpent-4-en-2-ol
• SMILES (Canonical): CC1(CCCC(=C)C1CC(C(C)(C=C)OC)O)C
• SMILES (Isomeric): CC1(CCCC(=C)[C@@H]1CC([C@@](C)(C=C)OC)O)C
• InChI: InChI=1S/C16H28O2/c1-7-16(5,18-6)14(17)11-13-12(2)9-8-10-15(13,3)4/h7,13-14,17H,1-2,8-11H2,3-6H3/t13-,14?,16+/m0/s1
• InChI Key: AOAAESBUHWDKQU-XWDNMSNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₂
• Molecular Weight: 252.39 g/mol
• Exact Mass: 252.208930132 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.7134	71.34%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5864	58.64%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.9008	90.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7228	72.28%
P-glycoprotein inhibitior	-	0.9296	92.96%
P-glycoprotein substrate	-	0.8307	83.07%
CYP3A4 substrate	+	0.5537	55.37%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7368	73.68%
CYP3A4 inhibition	-	0.7603	76.03%
CYP2C9 inhibition	-	0.8629	86.29%
CYP2C19 inhibition	-	0.7595	75.95%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8486	84.86%
CYP2C8 inhibition	-	0.6553	65.53%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7328	73.28%
Carcinogenicity (trinary)	Non-required	0.6961	69.61%
Eye corrosion	-	0.9624	96.24%
Eye irritation	-	0.7916	79.16%
Skin irritation	+	0.5141	51.41%
Skin corrosion	-	0.9853	98.53%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5510	55.10%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	+	0.7871	78.71%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7506	75.06%
Acute Oral Toxicity (c)	III	0.8899	88.99%
Estrogen receptor binding	-	0.7460	74.60%
Androgen receptor binding	-	0.6088	60.88%
Thyroid receptor binding	-	0.5548	55.48%
Glucocorticoid receptor binding	+	0.6895	68.95%
Aromatase binding	-	0.5594	55.94%
PPAR gamma	-	0.6220	62.20%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9434	94.34%

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	99.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.74%	91.11%
CHEMBL233	P35372	Mu opioid receptor	93.55%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.70%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.36%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.74%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.60%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.10%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.74%	100.00%

Plants that contains it

• Porella subobtusa

Cross-Links

• PubChem: 102445404
• LOTUS: LTS0257946
• wikiData: Q104915510