9-Oxo-2,7-bisaboladien-15-oic acid

Details

• Internal ID: f1528ae4-0c05-4e10-a245-7a54f7af3dd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R)-4-[(E)-6-methyl-4-oxohept-2-en-2-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(C)CC(=O)C=C(C)C1CCC(=CC1)C(=O)O
• SMILES (Isomeric): CC(C)CC(=O)/C=C(\C)/[C@@H]1CCC(=CC1)C(=O)O
• InChI: InChI=1S/C15H22O3/c1-10(2)8-14(16)9-11(3)12-4-6-13(7-5-12)15(17)18/h6,9-10,12H,4-5,7-8H2,1-3H3,(H,17,18)/b11-9+/t12-/m0/s1
• InChI Key: IVWKCWHRLFIGCR-ZKQHCESOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 93888-59-6
• (4R)-4-[(E)-6-methyl-4-oxohept-2-en-2-yl]cyclohexene-1-carboxylic acid
• orb1683243
• 1-Cyclohexene-1-carboxylic acid, 4-(1,5-dimethyl-3-oxo-1-hexenyl)-, [R-(E)]-
• 9-Oxo-2,7-bisaboladien-15-oicacid
• AKOS040761300
• FS-9178
• CS-0023342

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.6465	64.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8433	84.33%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.8812	88.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7591	75.91%
P-glycoprotein inhibitior	-	0.9622	96.22%
P-glycoprotein substrate	-	0.8261	82.61%
CYP3A4 substrate	-	0.5720	57.20%
CYP2C9 substrate	-	0.7076	70.76%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.7552	75.52%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	-	0.8731	87.31%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8021	80.21%
CYP2C8 inhibition	-	0.9292	92.92%
CYP inhibitory promiscuity	-	0.8764	87.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7866	78.66%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9323	93.23%
Eye irritation	-	0.5984	59.84%
Skin irritation	-	0.6092	60.92%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6680	66.80%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5780	57.80%
skin sensitisation	+	0.7256	72.56%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6164	61.64%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6887	68.87%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	-	0.8338	83.38%
Androgen receptor binding	-	0.5681	56.81%
Thyroid receptor binding	-	0.6058	60.58%
Glucocorticoid receptor binding	-	0.7957	79.57%
Aromatase binding	-	0.8663	86.63%
PPAR gamma	+	0.5237	52.37%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	96.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.67%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.20%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.47%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.10%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.83%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.56%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%

Plants that contains it

• Cedrus libani

Cross-Links

• PubChem: 91885239
• LOTUS: LTS0260130
• wikiData: Q105121345