2-[(6R,9S,9aR)-9-methyl-3-oxo-1,2,5,6,7,8,9,9a-octahydrobenzo[7]annulen-6-yl]prop-2-enoic acid

Details

• Internal ID: 1c450a41-e433-4fe3-b409-ef21e0488760
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 2-[(6R,9S,9aR)-9-methyl-3-oxo-1,2,5,6,7,8,9,9a-octahydrobenzo[7]annulen-6-yl]prop-2-enoic acid
• SMILES (Canonical): CC1CCC(CC2=CC(=O)CCC12)C(=C)C(=O)O
• SMILES (Isomeric): C[C@H]1CC[C@H](CC2=CC(=O)CC[C@H]12)C(=C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-9-3-4-11(10(2)15(17)18)7-12-8-13(16)5-6-14(9)12/h8-9,11,14H,2-7H2,1H3,(H,17,18)/t9-,11+,14+/m0/s1
• InChI Key: BRMFFEZRHCLFKV-DRCTWCGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 2
• 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	+	0.9923	99.23%
Caco-2	+	0.7748	77.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7104	71.04%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8730	87.30%
P-glycoprotein inhibitior	-	0.9444	94.44%
P-glycoprotein substrate	-	0.8348	83.48%
CYP3A4 substrate	-	0.5177	51.77%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.8640	86.40%
CYP2C19 inhibition	-	0.8395	83.95%
CYP2D6 inhibition	-	0.8935	89.35%
CYP1A2 inhibition	-	0.5259	52.59%
CYP2C8 inhibition	-	0.8218	82.18%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6224	62.24%
Eye corrosion	-	0.9415	94.15%
Eye irritation	+	0.5768	57.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5953	59.53%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7604	76.04%
skin sensitisation	-	0.5389	53.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6359	63.59%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6245	62.45%
Acute Oral Toxicity (c)	III	0.6409	64.09%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	-	0.7358	73.58%
Glucocorticoid receptor binding	+	0.5819	58.19%
Aromatase binding	-	0.7232	72.32%
PPAR gamma	+	0.5869	58.69%
Honey bee toxicity	-	0.9599	95.99%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	95.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.78%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.26%	91.49%
CHEMBL1902	P62942	FK506-binding protein 1A	86.39%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	83.70%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.21%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.12%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.77%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%

Plants that contains it

• Mallotus philippensis

Cross-Links

• PubChem: 5318657
• NPASS: NPC106918