12-Hydroxy-3,8-dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadec-13(16)-ene-4,14-dione

Details

• Internal ID: 2e019801-46d4-45d1-b13a-f02404d4394c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 12-hydroxy-3,8-dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadec-13(16)-ene-4,14-dione
• SMILES (Canonical): CC1C2C(CC3(C(O3)CC(C4=CC2OC4=O)O)C)OC1=O
• SMILES (Isomeric): CC1C2C(CC3(C(O3)CC(C4=CC2OC4=O)O)C)OC1=O
• InChI: InChI=1S/C15H18O6/c1-6-12-9-3-7(14(18)19-9)8(16)4-11-15(2,21-11)5-10(12)20-13(6)17/h3,6,8-12,16H,4-5H2,1-2H3
• InChI Key: ITFJPAQQKHMDBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8774	87.74%
P-glycoprotein inhibitior	-	0.8526	85.26%
P-glycoprotein substrate	-	0.7162	71.62%
CYP3A4 substrate	+	0.6085	60.85%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.7196	71.96%
CYP2C9 inhibition	-	0.8903	89.03%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.6638	66.38%
CYP2C8 inhibition	-	0.9164	91.64%
CYP inhibitory promiscuity	-	0.9778	97.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4292	42.92%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9329	93.29%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8627	86.27%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6115	61.15%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7366	73.66%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.3909	39.09%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.5254	52.54%
Thyroid receptor binding	+	0.6433	64.33%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	-	0.6196	61.96%
PPAR gamma	-	0.5370	53.70%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	93.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.04%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.31%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.51%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.19%	90.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.13%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.64%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.79%	97.14%

Plants that contains it

• Mikania cordata

Cross-Links

• PubChem: 72508255
• LOTUS: LTS0029470
• wikiData: Q105120012