(4E,4aS,7E,11aR)-4-[(2E)-4-(hydroxymethyl)penta-2,4-dienylidene]-7-methyl-11-methylidene-4a,5,6,9,10,11a-hexahydrocyclonona[c]pyran-1-one

Details

• Internal ID: 8c3f89dd-01d9-478f-8120-8e4ec2f0435a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (4E,4aS,7E,11aR)-4-[(2E)-4-(hydroxymethyl)penta-2,4-dienylidene]-7-methyl-11-methylidene-4a,5,6,9,10,11a-hexahydrocyclonona[c]pyran-1-one
• SMILES (Canonical): CC1=CCCC(=C)C2C(CC1)C(=CC=CC(=C)CO)COC2=O
• SMILES (Isomeric): C/C/1=C\CCC(=C)[C@H]2[C@H](CC1)/C(=C\C=C\C(=C)CO)/COC2=O
• InChI: InChI=1S/C20H26O3/c1-14-6-4-8-16(3)19-18(11-10-14)17(13-23-20(19)22)9-5-7-15(2)12-21/h5-7,9,18-19,21H,2-4,8,10-13H2,1H3/b7-5+,14-6+,17-9-/t18-,19+/m1/s1
• InChI Key: JZZQGERTUJIZDB-UTPQENEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.5433	54.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4034	40.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6813	68.13%
P-glycoprotein inhibitior	-	0.6643	66.43%
P-glycoprotein substrate	-	0.7545	75.45%
CYP3A4 substrate	+	0.6057	60.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8109	81.09%
CYP2C9 inhibition	-	0.8542	85.42%
CYP2C19 inhibition	-	0.7067	70.67%
CYP2D6 inhibition	-	0.8822	88.22%
CYP1A2 inhibition	-	0.5386	53.86%
CYP2C8 inhibition	+	0.4553	45.53%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.8887	88.87%
Eye irritation	-	0.7859	78.59%
Skin irritation	-	0.6704	67.04%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7156	71.56%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5660	56.60%
skin sensitisation	-	0.6104	61.04%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.6840	68.40%
Estrogen receptor binding	-	0.5419	54.19%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	-	0.5403	54.03%
Glucocorticoid receptor binding	+	0.6705	67.05%
Aromatase binding	-	0.5105	51.05%
PPAR gamma	+	0.6038	60.38%
Honey bee toxicity	-	0.9051	90.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9710	97.10%

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	95.28%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.46%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.28%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.59%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.24%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21627149
• LOTUS: LTS0271844
• wikiData: Q105137747