[(1R,3R)-3-[(1R)-1-hydroperoxy-2-methylprop-2-enyl]-2,2-dimethylcyclopropyl]methanol

Details

• Internal ID: 677ff389-d389-46ff-b60e-bbe76b40d2d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: [(1R,3R)-3-[(1R)-1-hydroperoxy-2-methylprop-2-enyl]-2,2-dimethylcyclopropyl]methanol
• SMILES (Canonical): CC(=C)C(C1C(C1(C)C)CO)OO
• SMILES (Isomeric): CC(=C)[C@@H]([C@@H]1[C@H](C1(C)C)CO)OO
• InChI: InChI=1S/C10H18O3/c1-6(2)9(13-12)8-7(5-11)10(8,3)4/h7-9,11-12H,1,5H2,2-4H3/t7-,8+,9+/m1/s1
• InChI Key: ZAOUYGMYGIKUPN-VGMNWLOBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9629	96.29%
Caco-2	-	0.8046	80.46%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5664	56.64%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9803	98.03%
P-glycoprotein inhibitior	-	0.9375	93.75%
P-glycoprotein substrate	-	0.9173	91.73%
CYP3A4 substrate	-	0.5704	57.04%
CYP2C9 substrate	-	0.6236	62.36%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	+	0.5118	51.18%
CYP2C9 inhibition	-	0.7730	77.30%
CYP2C19 inhibition	-	0.6377	63.77%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.7534	75.34%
CYP2C8 inhibition	-	0.9224	92.24%
CYP inhibitory promiscuity	-	0.5648	56.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5550	55.50%
Carcinogenicity (trinary)	Non-required	0.6209	62.09%
Eye corrosion	-	0.8887	88.87%
Eye irritation	+	0.8779	87.79%
Skin irritation	-	0.6057	60.57%
Skin corrosion	-	0.8483	84.83%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5247	52.47%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	+	0.5664	56.64%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7214	72.14%
Acute Oral Toxicity (c)	III	0.6136	61.36%
Estrogen receptor binding	-	0.7408	74.08%
Androgen receptor binding	-	0.6831	68.31%
Thyroid receptor binding	-	0.6654	66.54%
Glucocorticoid receptor binding	-	0.7904	79.04%
Aromatase binding	-	0.6985	69.85%
PPAR gamma	-	0.7787	77.87%
Honey bee toxicity	-	0.7523	75.23%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9144	91.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.10%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.10%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.29%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.95%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.06%	98.95%

Plants that contains it

• Eriocephalus kingesii

Cross-Links

• PubChem: 101335491
• LOTUS: LTS0026724
• wikiData: Q105369980