5,9-Dimethyl-14-methylidene-15-oxo-16-oxatetracyclo[11.3.1.01,10.04,9]heptadecane-5-carboxylic acid

Details

• Internal ID: f3498f9c-170d-45a1-9979-def23c4f418e
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 5,9-dimethyl-14-methylidene-15-oxo-16-oxatetracyclo[11.3.1.01,10.04,9]heptadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C(=O)O4)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC34C2CCC(C3)C(=C)C(=O)O4)(C)C(=O)O
• InChI: InChI=1S/C20H28O4/c1-12-13-5-6-15-18(2)8-4-9-19(3,17(22)23)14(18)7-10-20(15,11-13)24-16(12)21/h13-15H,1,4-11H2,2-3H3,(H,22,23)
• InChI Key: OWGIPADQEWDBDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 3
• 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	+	0.9707	97.07%
Caco-2	+	0.7255	72.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8205	82.05%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.8569	85.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5342	53.42%
BSEP inhibitior	+	0.6751	67.51%
P-glycoprotein inhibitior	-	0.6690	66.90%
P-glycoprotein substrate	-	0.8506	85.06%
CYP3A4 substrate	+	0.6239	62.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.5424	54.24%
CYP2C9 inhibition	-	0.9392	93.92%
CYP2C19 inhibition	-	0.9214	92.14%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.7057	70.57%
CYP2C8 inhibition	-	0.7558	75.58%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8681	86.81%
Skin irritation	+	0.5504	55.04%
Skin corrosion	-	0.9122	91.22%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4201	42.01%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.6648	66.48%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6912	69.12%
Acute Oral Toxicity (c)	III	0.6409	64.09%
Estrogen receptor binding	+	0.8454	84.54%
Androgen receptor binding	+	0.5836	58.36%
Thyroid receptor binding	+	0.7195	71.95%
Glucocorticoid receptor binding	+	0.8632	86.32%
Aromatase binding	+	0.7428	74.28%
PPAR gamma	-	0.5689	56.89%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.85%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.22%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.18%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.08%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.22%	93.04%
CHEMBL2581	P07339	Cathepsin D	84.88%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.83%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.48%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.88%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.54%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	81.39%	92.50%

Plants that contains it

• Croton tricolor

Cross-Links

• PubChem: 75068759
• LOTUS: LTS0148026
• wikiData: Q105201995