(8aS)-8a-methyl-3-prop-1-en-2-yl-2,4,5,8-tetrahydro-1H-azulene-6-carboxylic acid

Details

• Internal ID: d0bf1540-7196-434b-acc6-ce14aab3769b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (8aS)-8a-methyl-3-prop-1-en-2-yl-2,4,5,8-tetrahydro-1H-azulene-6-carboxylic acid
• SMILES (Canonical): CC(=C)C1=C2CCC(=CCC2(CC1)C)C(=O)O
• SMILES (Isomeric): CC(=C)C1=C2CCC(=CC[C@@]2(CC1)C)C(=O)O
• InChI: InChI=1S/C15H20O2/c1-10(2)12-7-9-15(3)8-6-11(14(16)17)4-5-13(12)15/h6H,1,4-5,7-9H2,2-3H3,(H,16,17)/t15-/m1/s1
• InChI Key: XIDXTKPMMNRXAU-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.8017	80.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.3832	38.32%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.8168	81.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7953	79.53%
P-glycoprotein inhibitior	-	0.9595	95.95%
P-glycoprotein substrate	-	0.9371	93.71%
CYP3A4 substrate	-	0.5278	52.78%
CYP2C9 substrate	-	0.6281	62.81%
CYP2D6 substrate	-	0.9151	91.51%
CYP3A4 inhibition	-	0.9045	90.45%
CYP2C9 inhibition	+	0.5325	53.25%
CYP2C19 inhibition	-	0.5657	56.57%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.5511	55.11%
CYP2C8 inhibition	-	0.8966	89.66%
CYP inhibitory promiscuity	-	0.9453	94.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9159	91.59%
Eye irritation	+	0.9185	91.85%
Skin irritation	-	0.5830	58.30%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6579	65.79%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5838	58.38%
skin sensitisation	+	0.6765	67.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5479	54.79%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7139	71.39%
Acute Oral Toxicity (c)	III	0.7133	71.33%
Estrogen receptor binding	-	0.8161	81.61%
Androgen receptor binding	-	0.5096	50.96%
Thyroid receptor binding	-	0.7072	70.72%
Glucocorticoid receptor binding	-	0.5268	52.68%
Aromatase binding	-	0.7420	74.20%
PPAR gamma	-	0.5799	57.99%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.12%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	91.34%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.32%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.79%	93.00%
CHEMBL4208	P20618	Proteasome component C5	80.53%	90.00%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162984424
• LOTUS: LTS0217303
• wikiData: Q105328425