Cyclobakuchiol C

Details

• Internal ID: 0b09a3db-86e4-42e8-9b5d-04348e7c5089
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Cyclohexylphenols
• IUPAC Name: 4-[(1S,2S,5R)-5-ethenyl-2-(2-hydroxypropan-2-yl)-5-methylcyclohexyl]phenol
• InChI: InChI=1S/C18H26O2/c1-5-18(4)11-10-16(17(2,3)20)15(12-18)13-6-8-14(19)9-7-13/h5-9,15-16,19-20H,1,10-12H2,2-4H3/t15-,16+,18-/m1/s1
• InChI Key: JQAUHQMUHOHSNA-SOLBZPMBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.40 g/mol
• Exact Mass: 274.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:919373
• 4-((1S,2S,5R)-5-ethenyl-2-(2-hydroxypropan-2-yl)-5-methylcyclohexyl)phenol
• SCHEMBL30535953

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6688	66.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8350	83.50%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	+	0.8681	86.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8482	84.82%
P-glycoprotein inhibitior	-	0.9191	91.91%
P-glycoprotein substrate	-	0.8409	84.09%
CYP3A4 substrate	+	0.5844	58.44%
CYP2C9 substrate	+	0.8046	80.46%
CYP2D6 substrate	-	0.7103	71.03%
CYP3A4 inhibition	-	0.5983	59.83%
CYP2C9 inhibition	-	0.6436	64.36%
CYP2C19 inhibition	+	0.5532	55.32%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.5347	53.47%
CYP2C8 inhibition	+	0.7618	76.18%
CYP inhibitory promiscuity	+	0.5376	53.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7439	74.39%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9574	95.74%
Eye irritation	-	0.8284	82.84%
Skin irritation	-	0.7270	72.70%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3607	36.07%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5225	52.25%
skin sensitisation	+	0.4790	47.90%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5201	52.01%
Acute Oral Toxicity (c)	III	0.8302	83.02%
Estrogen receptor binding	+	0.6888	68.88%
Androgen receptor binding	+	0.5957	59.57%
Thyroid receptor binding	+	0.6295	62.95%
Glucocorticoid receptor binding	+	0.6584	65.84%
Aromatase binding	+	0.6699	66.99%
PPAR gamma	+	0.6219	62.19%
Honey bee toxicity	-	0.8870	88.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	97.40%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.02%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.14%	91.49%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.85%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.53%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.24%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	87.69%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.56%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.42%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	83.28%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.62%	92.94%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.82%	85.00%

Plants that contains it

• Cullen corylifolium

Cross-Links

• PubChem: 101956380
• NPASS: NPC18996