9-Hydroxy-7,7-dimethyl-14-methylidene-10,15-dioxo-16-oxatetracyclo[11.3.1.02,11.03,8]heptadeca-8,11-diene-3-carbaldehyde

Details

• Internal ID: d914d7a4-fef4-424b-b966-e3b01db4d679
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 9-hydroxy-7,7-dimethyl-14-methylidene-10,15-dioxo-16-oxatetracyclo[11.3.1.02,11.03,8]heptadeca-8,11-diene-3-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1=C(C(=O)C3=CC4CC(C32)OC(=O)C4=C)O)C=O)C
• SMILES (Isomeric): CC1(CCCC2(C1=C(C(=O)C3=CC4CC(C32)OC(=O)C4=C)O)C=O)C
• InChI: InChI=1S/C20H22O5/c1-10-11-7-12-14(13(8-11)25-18(10)24)20(9-21)6-4-5-19(2,3)17(20)16(23)15(12)22/h7,9,11,13-14,23H,1,4-6,8H2,2-3H3
• InChI Key: KLSIFHGBQILXLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9608	96.08%
Caco-2	-	0.5901	59.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7313	73.13%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9092	90.92%
P-glycoprotein inhibitior	-	0.7885	78.85%
P-glycoprotein substrate	-	0.7512	75.12%
CYP3A4 substrate	+	0.6538	65.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8946	89.46%
CYP3A4 inhibition	-	0.6774	67.74%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.8741	87.41%
CYP1A2 inhibition	-	0.6442	64.42%
CYP2C8 inhibition	+	0.5089	50.89%
CYP inhibitory promiscuity	-	0.9506	95.06%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9393	93.93%
Skin irritation	+	0.5453	54.53%
Skin corrosion	-	0.8736	87.36%
Ames mutagenesis	-	0.6723	67.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5504	55.04%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7840	78.40%
skin sensitisation	-	0.6480	64.80%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7299	72.99%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.5984	59.84%
Androgen receptor binding	+	0.6205	62.05%
Thyroid receptor binding	+	0.7117	71.17%
Glucocorticoid receptor binding	+	0.6859	68.59%
Aromatase binding	-	0.5833	58.33%
PPAR gamma	+	0.6345	63.45%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	99.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.89%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.11%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.19%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.52%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.90%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	80.50%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.36%	94.75%

Plants that contains it

• Isodon xerophilus

Cross-Links

• PubChem: 72829820
• LOTUS: LTS0245533
• wikiData: Q105142797