(4S,4aS,7Z,11aR)-4-[(Z)-5-hydroxypent-3-enyl]-7-methyl-11-methylidene-1,4,4a,5,6,9,10,11a-octahydrocyclonona[c]pyran-3-one

Details

• Internal ID: b81fb051-e76e-403f-b58b-ea77730d6bb9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (4S,4aS,7Z,11aR)-4-[(Z)-5-hydroxypent-3-enyl]-7-methyl-11-methylidene-1,4,4a,5,6,9,10,11a-octahydrocyclonona[c]pyran-3-one
• InChI: InChI=1S/C19H28O3/c1-14-7-6-8-15(2)18-13-22-19(21)17(16(18)11-10-14)9-4-3-5-12-20/h3,5,7,16-18,20H,2,4,6,8-13H2,1H3/b5-3-,14-7-/t16-,17+,18+/m1/s1
• InChI Key: XPGKNDIUGKZTKO-IIFLDGLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• 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	+	0.9671	96.71%
Caco-2	+	0.7260	72.60%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5271	52.71%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8070	80.70%
P-glycoprotein inhibitior	-	0.7290	72.90%
P-glycoprotein substrate	-	0.7802	78.02%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.8456	84.56%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	-	0.8274	82.74%
CYP2C19 inhibition	-	0.6644	66.44%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	-	0.5085	50.85%
CYP2C8 inhibition	-	0.6399	63.99%
CYP inhibitory promiscuity	-	0.9206	92.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9390	93.90%
Eye irritation	-	0.8108	81.08%
Skin irritation	-	0.6360	63.60%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5953	59.53%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6722	67.22%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6514	65.14%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	+	0.5667	56.67%
Androgen receptor binding	+	0.7664	76.64%
Thyroid receptor binding	-	0.5073	50.73%
Glucocorticoid receptor binding	+	0.6752	67.52%
Aromatase binding	-	0.7348	73.48%
PPAR gamma	+	0.5553	55.53%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	96.56%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.01%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.19%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.43%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.50%	89.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.86%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101112137
• LOTUS: LTS0027579
• wikiData: Q105338318