2-[(1S,2S,3R,6R,10R,11S,12S)-7-(1,3-benzodioxol-5-yl)-9-oxo-2-tetracyclo[8.2.1.03,12.06,11]trideca-4,7-dienyl]acetic acid

Details

• Internal ID: 09947132-75db-4453-be9a-64503d33b2d7
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 2-[(1S,2S,3R,6R,10R,11S,12S)-7-(1,3-benzodioxol-5-yl)-9-oxo-2-tetracyclo[8.2.1.03,12.06,11]trideca-4,7-dienyl]acetic acid
• InChI: InChI=1S/C22H20O5/c23-17-7-13(10-1-4-18-19(5-10)27-9-26-18)11-2-3-12-14(8-20(24)25)15-6-16(17)22(11)21(12)15/h1-5,7,11-12,14-16,21-22H,6,8-9H2,(H,24,25)/t11-,12+,14+,15-,16-,21+,22-/m0/s1
• InChI Key: XUGZSQAHEIOBCL-GIHFCIHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₅
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.6945	69.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8120	81.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7340	73.40%
P-glycoprotein inhibitior	-	0.6235	62.35%
P-glycoprotein substrate	-	0.7750	77.50%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.5919	59.19%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	+	0.7773	77.73%
CYP2C9 inhibition	+	0.5173	51.73%
CYP2C19 inhibition	-	0.5659	56.59%
CYP2D6 inhibition	-	0.7569	75.69%
CYP1A2 inhibition	-	0.5320	53.20%
CYP2C8 inhibition	+	0.6194	61.94%
CYP inhibitory promiscuity	+	0.5152	51.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4491	44.91%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.6965	69.65%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	+	0.6130	61.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.6691	66.91%
Micronuclear	+	0.6318	63.18%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.6592	65.92%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8752	87.52%
Acute Oral Toxicity (c)	III	0.4823	48.23%
Estrogen receptor binding	+	0.8227	82.27%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	-	0.5871	58.71%
Glucocorticoid receptor binding	+	0.5969	59.69%
Aromatase binding	+	0.5765	57.65%
PPAR gamma	+	0.6477	64.77%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9805	98.05%

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	97.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.76%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.19%	96.77%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.62%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.39%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.69%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.14%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.08%	90.71%

Plants that contains it

• Beilschmiedia anacardioides

Cross-Links

• PubChem: 101952920
• LOTUS: LTS0255915
• wikiData: Q105342285