5,9,11,13-Tetrahydroxy-2,6,10-trimethyl-8-oxatetracyclo[7.3.1.01,5.06,10]tridecan-4-one

Details

• Internal ID: dad47f3d-60f4-4602-be52-4599c195e666
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 5,9,11,13-tetrahydroxy-2,6,10-trimethyl-8-oxatetracyclo[7.3.1.01,5.06,10]tridecan-4-one
• SMILES (Canonical): CC1CC(=O)C2(C13CC(C4(C2(COC4(C3O)O)C)C)O)O
• SMILES (Isomeric): CC1CC(=O)C2(C13CC(C4(C2(COC4(C3O)O)C)C)O)O
• InChI: InChI=1S/C15H22O6/c1-7-4-8(16)14(19)11(2)6-21-15(20)10(18)13(7,14)5-9(17)12(11,15)3/h7,9-10,17-20H,4-6H2,1-3H3
• InChI Key: CCTNZLOEWMQWQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.6310	63.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8725	87.25%
P-glycoprotein inhibitior	-	0.9089	90.89%
P-glycoprotein substrate	-	0.7750	77.50%
CYP3A4 substrate	+	0.5815	58.15%
CYP2C9 substrate	-	0.6309	63.09%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.8290	82.90%
CYP2C9 inhibition	-	0.8873	88.73%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.9599	95.99%
CYP1A2 inhibition	-	0.8183	81.83%
CYP2C8 inhibition	-	0.9072	90.72%
CYP inhibitory promiscuity	-	0.9723	97.23%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6179	61.79%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9517	95.17%
Skin irritation	-	0.6125	61.25%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7079	70.79%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7092	70.92%
Acute Oral Toxicity (c)	III	0.4179	41.79%
Estrogen receptor binding	+	0.6809	68.09%
Androgen receptor binding	+	0.7426	74.26%
Thyroid receptor binding	+	0.5955	59.55%
Glucocorticoid receptor binding	+	0.5859	58.59%
Aromatase binding	+	0.7231	72.31%
PPAR gamma	-	0.6540	65.40%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9665	96.65%

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	94.31%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.42%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.09%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.26%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	82.58%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.01%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.74%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.68%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.31%	97.09%

Plants that contains it

• Illicium floridanum

Cross-Links

• PubChem: 73807402
• LOTUS: LTS0034899
• wikiData: Q104953829