(2R,3R,4S,7S,8R)-4-[(2E,4E)-5-phenylpenta-2,4-dienyl]tetracyclo[5.4.0.02,5.03,9]undec-10-ene-8-carboxylic acid

Details

• Internal ID: a3ddec77-fbdc-43ac-8bab-0e5547f65196
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (2R,3R,4S,7S,8R)-4-[(2E,4E)-5-phenylpenta-2,4-dienyl]tetracyclo[5.4.0.02,5.03,9]undec-10-ene-8-carboxylic acid
• SMILES (Canonical): C1C2C3C=CC(C2C(=O)O)C4C3C1C4CC=CC=CC5=CC=CC=C5
• SMILES (Isomeric): C1[C@@H]2[C@H](C3C=CC2[C@@H]4[C@H]3[C@H](C41)C/C=C/C=C/C5=CC=CC=C5)C(=O)O
• InChI: InChI=1S/C23H24O2/c24-23(25)22-17-12-11-16-19(22)13-18-15(20(17)21(16)18)10-6-2-5-9-14-7-3-1-4-8-14/h1-9,11-12,15-22H,10,13H2,(H,24,25)/b6-2+,9-5+/t15-,16?,17?,18?,19-,20-,21-,22-/m0/s1
• InChI Key: HBOLNRUBYUUVLM-SASDVCKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₂
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.7544	75.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5324	53.24%
P-glycoprotein inhibitior	-	0.8676	86.76%
P-glycoprotein substrate	-	0.8277	82.77%
CYP3A4 substrate	+	0.5125	51.25%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.7589	75.89%
CYP2C19 inhibition	-	0.7092	70.92%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.7337	73.37%
CYP2C8 inhibition	+	0.4709	47.09%
CYP inhibitory promiscuity	-	0.7452	74.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7013	70.13%
Carcinogenicity (trinary)	Non-required	0.4343	43.43%
Eye corrosion	-	0.8520	85.20%
Eye irritation	-	0.8791	87.91%
Skin irritation	+	0.6623	66.23%
Skin corrosion	-	0.7968	79.68%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4824	48.24%
Micronuclear	-	0.7399	73.99%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6257	62.57%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8540	85.40%
Acute Oral Toxicity (c)	III	0.7831	78.31%
Estrogen receptor binding	+	0.7577	75.77%
Androgen receptor binding	+	0.5973	59.73%
Thyroid receptor binding	-	0.6701	67.01%
Glucocorticoid receptor binding	-	0.6372	63.72%
Aromatase binding	+	0.6364	63.64%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	95.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.54%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.69%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.89%	90.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.22%	94.23%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.63%	99.17%

Plants that contains it

• Endiandra xanthocarpa

Cross-Links

• PubChem: 20055088
• LOTUS: LTS0067659
• wikiData: Q5376118