(4S,4aR,5S,7E,10E,11aR)-5-hydroxy-7-methyl-4-(4-methylpent-3-enyl)-1-oxo-4,4a,5,6,9,11a-hexahydro-3H-cyclonona[c]pyran-11-carbaldehyde

Details

• Internal ID: 7007ed53-5d4d-4839-9ffc-5a411d26baf5
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4S,4aR,5S,7E,10E,11aR)-5-hydroxy-7-methyl-4-(4-methylpent-3-enyl)-1-oxo-4,4a,5,6,9,11a-hexahydro-3H-cyclonona[c]pyran-11-carbaldehyde
• InChI: InChI=1S/C20H28O4/c1-13(2)6-4-9-16-12-24-20(23)19-15(11-21)8-5-7-14(3)10-17(22)18(16)19/h6-8,11,16-19,22H,4-5,9-10,12H2,1-3H3/b14-7+,15-8-/t16-,17+,18+,19+/m1/s1
• InChI Key: NLUMRGVTMXPWAA-MHGNXIIYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9685	96.85%
Caco-2	+	0.8023	80.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8227	82.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8498	84.98%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8267	82.67%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6305	63.05%
CYP3A4 substrate	+	0.5568	55.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.5471	54.71%
CYP2C9 inhibition	-	0.8461	84.61%
CYP2C19 inhibition	-	0.8319	83.19%
CYP2D6 inhibition	-	0.8694	86.94%
CYP1A2 inhibition	-	0.5937	59.37%
CYP2C8 inhibition	-	0.8196	81.96%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7587	75.87%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9459	94.59%
Skin irritation	-	0.6410	64.10%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4152	41.52%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5786	57.86%
skin sensitisation	-	0.7205	72.05%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7606	76.06%
Acute Oral Toxicity (c)	III	0.6843	68.43%
Estrogen receptor binding	+	0.5381	53.81%
Androgen receptor binding	+	0.5673	56.73%
Thyroid receptor binding	-	0.5504	55.04%
Glucocorticoid receptor binding	+	0.5768	57.68%
Aromatase binding	-	0.8336	83.36%
PPAR gamma	-	0.5149	51.49%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9535	95.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	94.69%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.30%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.97%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.03%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.77%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.12%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.55%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21726354
• LOTUS: LTS0259301
• wikiData: Q105181572