(1S,2S,3R,6R,7R,10S,11S,12S)-2-[(3E,5Z)-octa-3,5-dienyl]tetracyclo[8.2.1.03,12.06,11]trideca-4,8-diene-7-carboxylic acid

Details

• Internal ID: 230c96cf-dd7c-4976-a9fc-62cd214fbfa4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acids
• IUPAC Name: (1S,2S,3R,6R,7R,10S,11S,12S)-2-[(3E,5Z)-octa-3,5-dienyl]tetracyclo[8.2.1.03,12.06,11]trideca-4,8-diene-7-carboxylic acid
• SMILES (Canonical): CCC=CC=CCCC1C2CC3C=CC(C4C3C2C1C=C4)C(=O)O
• SMILES (Isomeric): CC/C=C\C=C\CC[C@H]1[C@@H]2C[C@H]3C=C[C@H]([C@H]4[C@@H]3[C@@H]2[C@@H]1C=C4)C(=O)O
• InChI: InChI=1S/C22H28O2/c1-2-3-4-5-6-7-8-15-16-11-12-17-18(22(23)24)10-9-14-13-19(15)21(16)20(14)17/h3-6,9-12,14-21H,2,7-8,13H2,1H3,(H,23,24)/b4-3-,6-5+/t14-,15-,16-,17+,18-,19+,20-,21-/m1/s1
• InChI Key: IASCUFOSNJQPHV-PELDMCHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₂
• Molecular Weight: 324.50 g/mol
• Exact Mass: 324.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.86
• 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	+	1.0000	100.00%
Caco-2	-	0.6244	62.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.9016	90.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5981	59.81%
P-glycoprotein inhibitior	-	0.7870	78.70%
P-glycoprotein substrate	-	0.7413	74.13%
CYP3A4 substrate	+	0.5357	53.57%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.9164	91.64%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.7357	73.57%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.5988	59.88%
CYP2C8 inhibition	-	0.6688	66.88%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5105	51.05%
Eye corrosion	-	0.7735	77.35%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.6783	67.83%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5944	59.44%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.6740	67.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5275	52.75%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8270	82.70%
Acute Oral Toxicity (c)	III	0.7650	76.50%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.6522	65.22%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	+	0.6792	67.92%
Aromatase binding	+	0.5982	59.82%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.26%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.85%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.47%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.40%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	83.35%	89.63%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.89%	96.38%

Plants that contains it

• Beilschmiedia erithrophloia

Cross-Links

• PubChem: 25208278
• LOTUS: LTS0163063
• wikiData: Q105036267