Tricycloalternarene 8a

Details

• Internal ID: 5bad74ba-70bd-4ed7-8204-ec63a8658cf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroxy-1-[(2Z,5E)-7-hydroxy-6-methylhepta-2,5-dien-2-yl]-3a-methyl-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)O)C)CO
• SMILES (Isomeric): C/C(=C\C/C=C(/C)\C1CCC2(C1CC3=C(O2)C(CCC3=O)O)C)/CO
• InChI: InChI=1S/C21H30O4/c1-13(12-22)5-4-6-14(2)15-9-10-21(3)17(15)11-16-18(23)7-8-19(24)20(16)25-21/h5-6,15,17,19,22,24H,4,7-12H2,1-3H3/b13-5+,14-6-
• InChI Key: LTAKJWJITPBCJA-LSMSNJBFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.6370	63.70%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7418	74.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	+	0.5887	58.87%
BSEP inhibitior	-	0.4741	47.41%
P-glycoprotein inhibitior	-	0.5582	55.82%
P-glycoprotein substrate	-	0.7549	75.49%
CYP3A4 substrate	+	0.6141	61.41%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.8070	80.70%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.8935	89.35%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8131	81.31%
CYP2C8 inhibition	-	0.7298	72.98%
CYP inhibitory promiscuity	-	0.9175	91.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6392	63.92%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9597	95.97%
Skin irritation	+	0.5355	53.55%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4506	45.06%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6890	68.90%
Acute Oral Toxicity (c)	III	0.6429	64.29%
Estrogen receptor binding	+	0.7626	76.26%
Androgen receptor binding	+	0.5664	56.64%
Thyroid receptor binding	+	0.5506	55.06%
Glucocorticoid receptor binding	+	0.8536	85.36%
Aromatase binding	-	0.5690	56.90%
PPAR gamma	+	0.5279	52.79%
Honey bee toxicity	-	0.8743	87.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8639	86.39%

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	98.30%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.80%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.34%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.48%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.43%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.42%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.07%	97.25%
CHEMBL1977	P11473	Vitamin D receptor	82.59%	99.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100943917
• LOTUS: LTS0271356
• wikiData: Q77516125