5-Isopropylbicyclo[3.1.0]hex-2-ene-2-carbaldehyde

Details

• Internal ID: 2e762f86-b82f-47d3-be8b-40b08f4c528b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 5-propan-2-ylbicyclo[3.1.0]hex-2-ene-2-carbaldehyde
• SMILES (Canonical): CC(C)C12CC=C(C1C2)C=O
• SMILES (Isomeric): CC(C)C12CC=C(C1C2)C=O
• InChI: InChI=1S/C10H14O/c1-7(2)10-4-3-8(6-11)9(10)5-10/h3,6-7,9H,4-5H2,1-2H3
• InChI Key: YZNIFKFTGCAOST-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22 g/mol
• Exact Mass: 150.104465066 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 5-Isopropylbicyclo[3.1.0]hex-2-ene-2-carbaldehyde
• 3-Thujen-10-al
• YZNIFKFTGCAOST-UHFFFAOYSA-N
• Bicyclo[3.1.0]hex-2-ene-2-carboxaldehyde, 5-(1-methylethyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.5169	51.69%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5577	55.77%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9137	91.37%
P-glycoprotein inhibitior	-	0.9787	97.87%
P-glycoprotein substrate	-	0.8883	88.83%
CYP3A4 substrate	-	0.6324	63.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.8976	89.76%
CYP2C9 inhibition	-	0.8105	81.05%
CYP2C19 inhibition	-	0.6828	68.28%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.7720	77.20%
CYP2C8 inhibition	-	0.9886	98.86%
CYP inhibitory promiscuity	-	0.7313	73.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6436	64.36%
Carcinogenicity (trinary)	Non-required	0.6076	60.76%
Eye corrosion	-	0.6407	64.07%
Eye irritation	+	0.8813	88.13%
Skin irritation	+	0.6868	68.68%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6887	68.87%
Micronuclear	-	0.8451	84.51%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.8980	89.80%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5539	55.39%
Nephrotoxicity	+	0.5929	59.29%
Acute Oral Toxicity (c)	III	0.6676	66.76%
Estrogen receptor binding	-	0.9010	90.10%
Androgen receptor binding	-	0.8123	81.23%
Thyroid receptor binding	-	0.8167	81.67%
Glucocorticoid receptor binding	-	0.9024	90.24%
Aromatase binding	-	0.8948	89.48%
PPAR gamma	-	0.7762	77.62%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	93.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.36%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.41%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.59%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

• Artemisia annua
• Artemisia carvifolia
• Daucus carota
• Murraya exotica
• Murraya paniculata
• Rhododendron groenlandicum

Cross-Links

• PubChem: 530411
• NPASS: NPC284478
• LOTUS: LTS0149242
• wikiData: Q105369351