2-[(1S,6R,7R,8R)-8-[(2E,4E)-5-phenylpenta-2,4-dienyl]-7-bicyclo[4.2.0]octa-2,4-dienyl]acetic acid

Details

• Internal ID: d402ba09-4eb7-442b-a967-8985272c5a10
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 2-[(1S,6R,7R,8R)-8-[(2E,4E)-5-phenylpenta-2,4-dienyl]-7-bicyclo[4.2.0]octa-2,4-dienyl]acetic acid
• InChI: InChI=1S/C21H22O2/c22-21(23)15-20-18(17-13-7-8-14-19(17)20)12-6-2-5-11-16-9-3-1-4-10-16/h1-11,13-14,17-20H,12,15H2,(H,22,23)/b6-2+,11-5+/t17-,18-,19-,20+/m0/s1
• InChI Key: JAGDNRCRBFUEMA-HMUDBWRWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₂
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5519	55.19%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.6959	69.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4859	48.59%
P-glycoprotein inhibitior	-	0.9290	92.90%
P-glycoprotein substrate	-	0.8918	89.18%
CYP3A4 substrate	-	0.5595	55.95%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.9280	92.80%
CYP2C9 inhibition	-	0.9163	91.63%
CYP2C19 inhibition	-	0.8796	87.96%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	+	0.5624	56.24%
CYP2C8 inhibition	-	0.5898	58.98%
CYP inhibitory promiscuity	-	0.8408	84.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6824	68.24%
Carcinogenicity (trinary)	Non-required	0.5583	55.83%
Eye corrosion	-	0.9244	92.44%
Eye irritation	-	0.8408	84.08%
Skin irritation	+	0.7579	75.79%
Skin corrosion	-	0.8315	83.15%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6483	64.83%
Micronuclear	-	0.7484	74.84%
Hepatotoxicity	+	0.5241	52.41%
skin sensitisation	+	0.7765	77.65%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7481	74.81%
Acute Oral Toxicity (c)	III	0.8346	83.46%
Estrogen receptor binding	+	0.6599	65.99%
Androgen receptor binding	-	0.5327	53.27%
Thyroid receptor binding	-	0.6919	69.19%
Glucocorticoid receptor binding	-	0.5842	58.42%
Aromatase binding	+	0.7257	72.57%
PPAR gamma	+	0.6613	66.13%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.32%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.93%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.64%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL5028	O14672	ADAM10	81.10%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.41%	94.23%

Plants that contains it

• Endiandra introrsa

Cross-Links

• PubChem: 163193105
• LOTUS: LTS0140646
• wikiData: Q105123756