Wightiolide

Details

• Internal ID: 1bd32015-6167-470c-84a3-ad534d8c86df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[2-[(1R,4aS,8aS)-5,5-bis(hydroxymethyl)-8a-methyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• SMILES (Canonical): CC12CCCC(C1CCC(=C)C2CCC3=CCOC3=O)(CO)CO
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)(CO)CO
• InChI: InChI=1S/C20H30O4/c1-14-4-7-17-19(2,9-3-10-20(17,12-21)13-22)16(14)6-5-15-8-11-24-18(15)23/h8,16-17,21-22H,1,3-7,9-13H2,2H3/t16-,17+,19+/m1/s1
• InChI Key: TXEQHZMCSSAPNG-AOIWGVFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9392	93.92%
Caco-2	+	0.5752	57.52%
Blood Brain Barrier	+	0.5277	52.77%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5721	57.21%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.5489	54.89%
BSEP inhibitior	+	0.6532	65.32%
P-glycoprotein inhibitior	-	0.8137	81.37%
P-glycoprotein substrate	-	0.8088	80.88%
CYP3A4 substrate	+	0.6336	63.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.8638	86.38%
CYP2C9 inhibition	-	0.8249	82.49%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.7444	74.44%
CYP2C8 inhibition	-	0.6902	69.02%
CYP inhibitory promiscuity	-	0.7870	78.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5898	58.98%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.7014	70.14%
Skin irritation	-	0.6237	62.37%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4343	43.43%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6173	61.73%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5914	59.14%
Acute Oral Toxicity (c)	III	0.6053	60.53%
Estrogen receptor binding	+	0.6640	66.40%
Androgen receptor binding	+	0.6981	69.81%
Thyroid receptor binding	+	0.6261	62.61%
Glucocorticoid receptor binding	+	0.8245	82.45%
Aromatase binding	+	0.6099	60.99%
PPAR gamma	-	0.5527	55.27%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	97.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.79%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.32%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.75%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 101995809
• NPASS: NPC58928
• LOTUS: LTS0063382
• wikiData: Q105266684