5-hydroxy-3,3,5,7b-tetramethyl-1a,2,4,4a-tetrahydro-1H-cyclopropa[e]azulen-6-one

Details

• Internal ID: 0d2bd87f-f78d-4cc2-aadb-4fb14fea63df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroxy-3,3,5,7b-tetramethyl-1a,2,4,4a-tetrahydro-1H-cyclopropa[e]azulen-6-one
• SMILES (Canonical): CC1(CC2CC2(C3=CC(=O)C(C3C1)(C)O)C)C
• SMILES (Isomeric): CC1(CC2CC2(C3=CC(=O)C(C3C1)(C)O)C)C
• InChI: InChI=1S/C15H22O2/c1-13(2)6-9-7-14(9,3)10-5-12(16)15(4,17)11(10)8-13/h5,9,11,17H,6-8H2,1-4H3
• InChI Key: RQZGCZIEUZCSMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7592	75.92%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6387	63.87%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9196	91.96%
P-glycoprotein inhibitior	-	0.9206	92.06%
P-glycoprotein substrate	-	0.9222	92.22%
CYP3A4 substrate	-	0.5110	51.10%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.7075	70.75%
CYP2C9 inhibition	-	0.7509	75.09%
CYP2C19 inhibition	-	0.7298	72.98%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	-	0.9737	97.37%
CYP inhibitory promiscuity	-	0.8484	84.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9743	97.43%
Eye irritation	+	0.5599	55.99%
Skin irritation	+	0.5126	51.26%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5917	59.17%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5148	51.48%
skin sensitisation	+	0.5674	56.74%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.6115	61.15%
Estrogen receptor binding	-	0.6469	64.69%
Androgen receptor binding	-	0.6012	60.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5222	52.22%
Aromatase binding	-	0.6063	60.63%
PPAR gamma	-	0.7488	74.88%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9900	99.00%

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	92.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.35%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.42%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.28%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.18%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%

Plants that contains it

• Porella swartziana

Cross-Links

• PubChem: 85119496
• LOTUS: LTS0106764
• wikiData: Q105243838