4-Methoxy-4-methyl-1-propan-2-ylbicyclo[3.1.0]hexane-2,3-diol

Details

• Internal ID: de4f6410-52ca-4154-a893-0c199c0689bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 4-methoxy-4-methyl-1-propan-2-ylbicyclo[3.1.0]hexane-2,3-diol
• SMILES (Canonical): CC(C)C12CC1C(C(C2O)O)(C)OC
• SMILES (Isomeric): CC(C)C12CC1C(C(C2O)O)(C)OC
• InChI: InChI=1S/C11H20O3/c1-6(2)11-5-7(11)10(3,14-4)8(12)9(11)13/h6-9,12-13H,5H2,1-4H3
• InChI Key: VFNPFBQSMLCPPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₃
• Molecular Weight: 200.27 g/mol
• Exact Mass: 200.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9615	96.15%
Caco-2	-	0.8243	82.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9361	93.61%
P-glycoprotein inhibitior	-	0.9696	96.96%
P-glycoprotein substrate	-	0.9271	92.71%
CYP3A4 substrate	-	0.5588	55.88%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7004	70.04%
CYP3A4 inhibition	-	0.8661	86.61%
CYP2C9 inhibition	-	0.7888	78.88%
CYP2C19 inhibition	-	0.7421	74.21%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.8047	80.47%
CYP2C8 inhibition	-	0.9350	93.50%
CYP inhibitory promiscuity	-	0.8962	89.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.7186	71.86%
Skin irritation	-	0.5898	58.98%
Skin corrosion	-	0.8756	87.56%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7023	70.23%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6324	63.24%
skin sensitisation	-	0.6766	67.66%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4574	45.74%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	-	0.7189	71.89%
Androgen receptor binding	-	0.7020	70.20%
Thyroid receptor binding	-	0.5521	55.21%
Glucocorticoid receptor binding	-	0.7531	75.31%
Aromatase binding	-	0.7572	75.72%
PPAR gamma	-	0.6590	65.90%
Honey bee toxicity	-	0.8648	86.48%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7228	72.28%

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	95.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.36%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.74%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.81%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%

Plants that contains it

• Artemisia suksdorfii

Cross-Links

• PubChem: 85416147
• LOTUS: LTS0116575
• wikiData: Q105285466