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

Details

• Internal ID: 350bce49-b919-4f91-914f-9a6103c7e492
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4S,4aS,7E,11aR)-7-methyl-11-methylidene-4-pent-4-enyl-1,4,4a,5,6,9,10,11a-octahydrocyclonona[c]pyran-3-one
• SMILES (Canonical): CC1=CCCC(=C)C2COC(=O)C(C2CC1)CCCC=C
• SMILES (Isomeric): C/C/1=C\CCC(=C)[C@@H]2COC(=O)[C@H]([C@H]2CC1)CCCC=C
• InChI: InChI=1S/C19H28O2/c1-4-5-6-10-17-16-12-11-14(2)8-7-9-15(3)18(16)13-21-19(17)20/h4,8,16-18H,1,3,5-7,9-13H2,2H3/b14-8+/t16-,17+,18+/m1/s1
• InChI Key: KVFDRBBZULOEMU-BGTLSDLQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8127	81.27%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4265	42.65%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6489	64.89%
P-glycoprotein inhibitior	-	0.7345	73.45%
P-glycoprotein substrate	-	0.7189	71.89%
CYP3A4 substrate	+	0.5950	59.50%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.8327	83.27%
CYP2C9 inhibition	-	0.8621	86.21%
CYP2C19 inhibition	-	0.5739	57.39%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	+	0.7142	71.42%
CYP2C8 inhibition	-	0.5872	58.72%
CYP inhibitory promiscuity	-	0.8296	82.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.8560	85.60%
Eye irritation	+	0.5287	52.87%
Skin irritation	-	0.5472	54.72%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5482	54.82%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5320	53.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5470	54.70%
Acute Oral Toxicity (c)	III	0.5686	56.86%
Estrogen receptor binding	-	0.5643	56.43%
Androgen receptor binding	+	0.7324	73.24%
Thyroid receptor binding	-	0.5795	57.95%
Glucocorticoid receptor binding	+	0.7440	74.40%
Aromatase binding	-	0.7725	77.25%
PPAR gamma	+	0.5353	53.53%
Honey bee toxicity	-	0.8454	84.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	95.34%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.22%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.11%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.55%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.32%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.66%	89.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.02%	95.89%

Plants that contains it

• Apium graveolens
• Coleus sanguineus

Cross-Links

• PubChem: 9994307
• NPASS: NPC273609
• LOTUS: LTS0016993
• wikiData: Q105350397