(2R,4aS,7aR)-7a-acetyl-4a-hydroxy-2,6,7-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrocyclopenta[b]pyran-5-one

Details

• Internal ID: 61cc0736-fb79-4b2c-b2b6-728c5853ebda
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2R,4aS,7aR)-7a-acetyl-4a-hydroxy-2,6,7-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrocyclopenta[b]pyran-5-one
• InChI: InChI=1S/C29H50O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-27(8)18-19-28(32)26(31)23(5)24(6)29(28,33-27)25(7)30/h20-22,32H,9-19H2,1-8H3/t21-,22-,27-,28-,29+/m1/s1
• InChI Key: XJXVHMRPDRDXEA-SSHMMACOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₄
• Molecular Weight: 462.70 g/mol
• Exact Mass: 462.37091007 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 6.97
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.5197	51.97%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7542	75.42%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6314	63.14%
BSEP inhibitior	+	0.7764	77.64%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5894	58.94%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.6946	69.46%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.8924	89.24%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.8516	85.16%
CYP2C8 inhibition	-	0.9044	90.44%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6792	67.92%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8694	86.94%
Skin irritation	+	0.5661	56.61%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6836	68.36%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5203	52.03%
skin sensitisation	-	0.7257	72.57%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.3425	34.25%
Estrogen receptor binding	+	0.7081	70.81%
Androgen receptor binding	+	0.6487	64.87%
Thyroid receptor binding	+	0.6024	60.24%
Glucocorticoid receptor binding	+	0.7015	70.15%
Aromatase binding	+	0.6981	69.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9308	93.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9453	94.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.58%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.30%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	88.90%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.75%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.98%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.67%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.12%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.06%	100.00%

Plants that contains it

• Ficus pumila

Cross-Links

• PubChem: 162900941
• LOTUS: LTS0178610
• wikiData: Q105329297