2-[(1S,2S,3R,6R,7R,10S,11S,12S)-7-(1,3-benzodioxol-5-yl)-2-tetracyclo[8.2.1.03,12.06,11]trideca-4,8-dienyl]acetic acid

Details

• Internal ID: 83901abc-94b7-4ef4-b178-d4fd6e30dc78
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 2-[(1S,2S,3R,6R,7R,10S,11S,12S)-7-(1,3-benzodioxol-5-yl)-2-tetracyclo[8.2.1.03,12.06,11]trideca-4,8-dienyl]acetic acid
• SMILES (Canonical): C1C2C=CC(C3C2C4C1C(C4C=C3)CC(=O)O)C5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): C1[C@H]2C=C[C@H]([C@H]3[C@@H]2[C@H]4[C@@H]1[C@@H]([C@H]4C=C3)CC(=O)O)C5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C22H22O4/c23-20(24)9-16-15-5-4-14-13(3-1-12-7-17(16)22(15)21(12)14)11-2-6-18-19(8-11)26-10-25-18/h1-6,8,12-17,21-22H,7,9-10H2,(H,23,24)/t12-,13+,14+,15-,16-,17+,21-,22-/m1/s1
• InChI Key: ABOYVNQPUIGLSV-NZMWGYAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₄
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 3
• 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	+	0.9946	99.46%
Caco-2	-	0.6024	60.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7344	73.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7611	76.11%
P-glycoprotein inhibitior	-	0.6526	65.26%
P-glycoprotein substrate	-	0.8715	87.15%
CYP3A4 substrate	+	0.5121	51.21%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8178	81.78%
CYP3A4 inhibition	+	0.6238	62.38%
CYP2C9 inhibition	-	0.7032	70.32%
CYP2C19 inhibition	-	0.7151	71.51%
CYP2D6 inhibition	-	0.7630	76.30%
CYP1A2 inhibition	+	0.5773	57.73%
CYP2C8 inhibition	-	0.6676	66.76%
CYP inhibitory promiscuity	+	0.5664	56.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4450	44.50%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.9325	93.25%
Skin irritation	-	0.6084	60.84%
Skin corrosion	-	0.8665	86.65%
Ames mutagenesis	+	0.5630	56.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.6976	69.76%
Micronuclear	+	0.5158	51.58%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6118	61.18%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7859	78.59%
Acute Oral Toxicity (c)	III	0.6335	63.35%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	+	0.6975	69.75%
Thyroid receptor binding	-	0.5129	51.29%
Glucocorticoid receptor binding	-	0.4655	46.55%
Aromatase binding	+	0.7377	73.77%
PPAR gamma	+	0.6656	66.56%
Honey bee toxicity	-	0.8912	89.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9629	96.29%

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	98.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.76%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.16%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	85.29%	92.51%
CHEMBL2581	P07339	Cathepsin D	83.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.87%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.42%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%

Plants that contains it

• Beilschmiedia oligandra

Cross-Links

• PubChem: 162930501
• LOTUS: LTS0001680
• wikiData: Q104908739