Tricycloalternarene 5a

Details

• Internal ID: a78e9dd7-ced5-45d4-a79d-cee4cc249465
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methoxy-3a-methyl-1-[(2E)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,9,9a-octahydrocyclopenta[b]chromen-8-one
• SMILES (Canonical): CC(=CCC=C(C)C1CCC2(C1CC3=C(O2)C(CCC3=O)OC)C)C
• SMILES (Isomeric): CC(=CC/C=C(\C)/C1CCC2(C1CC3=C(O2)C(CCC3=O)OC)C)C
• InChI: InChI=1S/C22H32O3/c1-14(2)7-6-8-15(3)16-11-12-22(4)18(16)13-17-19(23)9-10-20(24-5)21(17)25-22/h7-8,16,18,20H,6,9-13H2,1-5H3/b15-8+
• InChI Key: JJBNVJUBVPIBPQ-OVCLIPMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8171	81.71%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6298	62.98%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4562	45.62%
P-glycoprotein inhibitior	+	0.6520	65.20%
P-glycoprotein substrate	-	0.8056	80.56%
CYP3A4 substrate	+	0.6485	64.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.9185	91.85%
CYP2C9 inhibition	-	0.7658	76.58%
CYP2C19 inhibition	-	0.6916	69.16%
CYP2D6 inhibition	-	0.8976	89.76%
CYP1A2 inhibition	-	0.7781	77.81%
CYP2C8 inhibition	-	0.6496	64.96%
CYP inhibitory promiscuity	-	0.7254	72.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.6601	66.01%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6511	65.11%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5740	57.40%
skin sensitisation	-	0.6798	67.98%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5359	53.59%
Acute Oral Toxicity (c)	III	0.5830	58.30%
Estrogen receptor binding	+	0.7202	72.02%
Androgen receptor binding	+	0.5724	57.24%
Thyroid receptor binding	+	0.5536	55.36%
Glucocorticoid receptor binding	+	0.7734	77.34%
Aromatase binding	-	0.6850	68.50%
PPAR gamma	+	0.6552	65.52%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	99.16%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.06%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.79%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.46%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.94%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	86.15%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.36%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.70%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585349
• LOTUS: LTS0249533
• wikiData: Q77420647