[(1R,2R,5S)-4-methylidene-1-propan-2-yl-2-bicyclo[3.1.0]hexanyl] acetate

Details

• Internal ID: fa092d4f-d242-4df5-a867-f31d048ad25e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,2R,5S)-4-methylidene-1-propan-2-yl-2-bicyclo[3.1.0]hexanyl] acetate
• SMILES (Canonical): CC(C)C12CC1C(=C)CC2OC(=O)C
• SMILES (Isomeric): CC(C)[C@]12C[C@H]1C(=C)C[C@H]2OC(=O)C
• InChI: InChI=1S/C12H18O2/c1-7(2)12-6-10(12)8(3)5-11(12)14-9(4)13/h7,10-11H,3,5-6H2,1-2,4H3/t10-,11+,12+/m0/s1
• InChI Key: ITQLVLWNPZVVMT-QJPTWQEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6502	65.02%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.8624	86.24%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9352	93.52%
P-glycoprotein inhibitior	-	0.9523	95.23%
P-glycoprotein substrate	-	0.8810	88.10%
CYP3A4 substrate	+	0.5370	53.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7714	77.14%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	+	0.5775	57.75%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8089	80.89%
CYP2C8 inhibition	-	0.9347	93.47%
CYP inhibitory promiscuity	-	0.8511	85.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7830	78.30%
Carcinogenicity (trinary)	Non-required	0.5347	53.47%
Eye corrosion	-	0.9476	94.76%
Eye irritation	+	0.9500	95.00%
Skin irritation	+	0.5652	56.52%
Skin corrosion	-	0.9850	98.50%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6960	69.60%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.8193	81.93%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.5044	50.44%
Estrogen receptor binding	-	0.7714	77.14%
Androgen receptor binding	-	0.5630	56.30%
Thyroid receptor binding	-	0.7926	79.26%
Glucocorticoid receptor binding	-	0.7366	73.66%
Aromatase binding	-	0.8066	80.66%
PPAR gamma	-	0.7992	79.92%
Honey bee toxicity	+	0.5591	55.91%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.20%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.30%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.24%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	88.44%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.17%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.52%	93.56%

Plants that contains it

• Tanacetum vulgare

Cross-Links

• PubChem: 101667066
• LOTUS: LTS0237150
• wikiData: Q105120220