2-(4b,8,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-ylidene)acetic acid

Details

• Internal ID: 13ae4484-6690-402d-b01f-49cba0be174e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 2-(4b,8,8-trimethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-ylidene)acetic acid
• SMILES (Canonical): CC1(CCCC2(C1CCC3=CC(=CC(=O)O)CCC32)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3=CC(=CC(=O)O)CCC32)C)C
• InChI: InChI=1S/C19H28O2/c1-18(2)9-4-10-19(3)15-7-5-13(12-17(20)21)11-14(15)6-8-16(18)19/h11-12,15-16H,4-10H2,1-3H3,(H,20,21)
• InChI Key: PXYGDTSYXNAVPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8068	80.68%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4323	43.23%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	-	0.3931	39.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.4609	46.09%
P-glycoprotein inhibitior	-	0.7893	78.93%
P-glycoprotein substrate	-	0.9061	90.61%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	+	0.7228	72.28%
CYP2C19 inhibition	+	0.7859	78.59%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	-	0.6939	69.39%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.8487	84.87%
Skin irritation	-	0.6231	62.31%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7444	74.44%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5104	51.04%
skin sensitisation	+	0.7430	74.30%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6934	69.34%
Acute Oral Toxicity (c)	III	0.7923	79.23%
Estrogen receptor binding	+	0.7459	74.59%
Androgen receptor binding	+	0.6887	68.87%
Thyroid receptor binding	+	0.7049	70.49%
Glucocorticoid receptor binding	+	0.7397	73.97%
Aromatase binding	-	0.5084	50.84%
PPAR gamma	+	0.8198	81.98%
Honey bee toxicity	-	0.8356	83.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.28%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.06%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.85%	100.00%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.22%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.30%	92.50%

Plants that contains it

• Perityle emoryi

Cross-Links

• PubChem: 163007964
• LOTUS: LTS0047742
• wikiData: Q105216477