(1R,3S)-4-methyl-1-propan-2-ylcyclohex-4-ene-1,3-diol

Details

• Internal ID: 33d9fb50-bc41-499d-bef9-86c64e323f2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1R,3S)-4-methyl-1-propan-2-ylcyclohex-4-ene-1,3-diol
• SMILES (Canonical): CC1=CCC(CC1O)(C(C)C)O
• SMILES (Isomeric): CC1=CC[C@@](C[C@@H]1O)(C(C)C)O
• InChI: InChI=1S/C10H18O2/c1-7(2)10(12)5-4-8(3)9(11)6-10/h4,7,9,11-12H,5-6H2,1-3H3/t9-,10+/m0/s1
• InChI Key: MQTSOTIFLOKJLU-VHSXEESVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (4r,6s)-p-menth-1-ene-4,6-diol
• 4-Cyclohexene-1,3-diol,4-methyl-1-(1-methylethyl)-,(1R,3S)-(9ci)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.5700	57.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5341	53.41%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9609	96.09%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9399	93.99%
P-glycoprotein inhibitior	-	0.9814	98.14%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	-	0.6306	63.06%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.7694	76.94%
CYP2C19 inhibition	-	0.6041	60.41%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8620	86.20%
CYP2C8 inhibition	-	0.9839	98.39%
CYP inhibitory promiscuity	-	0.6858	68.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6457	64.57%
Eye corrosion	-	0.9376	93.76%
Eye irritation	+	0.8402	84.02%
Skin irritation	+	0.5581	55.81%
Skin corrosion	-	0.8218	82.18%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7041	70.41%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	+	0.7176	71.76%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5652	56.52%
Acute Oral Toxicity (c)	III	0.6668	66.68%
Estrogen receptor binding	-	0.9290	92.90%
Androgen receptor binding	-	0.9052	90.52%
Thyroid receptor binding	-	0.8304	83.04%
Glucocorticoid receptor binding	-	0.7888	78.88%
Aromatase binding	-	0.8849	88.49%
PPAR gamma	-	0.8346	83.46%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8047	80.47%

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	93.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	82.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.64%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.97%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.14%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.30%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.21%	91.11%

Plants that contains it

• Boswellia sacra

Cross-Links

• PubChem: 11789644
• LOTUS: LTS0274694
• wikiData: Q105170278