3,4,6-Trihydroxy-5-(hydroxymethyl)-4,5,11-trimethyl-8-oxatricyclo[5.3.2.01,6]dodecan-9-one

Details

• Internal ID: 3f1ad165-4f56-450d-a595-151fa7e87288
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: 3,4,6-trihydroxy-5-(hydroxymethyl)-4,5,11-trimethyl-8-oxatricyclo[5.3.2.01,6]dodecan-9-one
• SMILES (Canonical): CC1CC2C3(C1(CC(C(C3(C)CO)(C)O)O)CC(=O)O2)O
• SMILES (Isomeric): CC1CC2C3(C1(CC(C(C3(C)CO)(C)O)O)CC(=O)O2)O
• InChI: InChI=1S/C15H24O6/c1-8-4-10-15(20)12(2,7-16)13(3,19)9(17)5-14(8,15)6-11(18)21-10/h8-10,16-17,19-20H,4-7H2,1-3H3
• InChI Key: UWEXQYMEOHSCLX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₆
• Molecular Weight: 300.35 g/mol
• Exact Mass: 300.15728848 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7231	72.31%
Caco-2	-	0.5688	56.88%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5553	55.53%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	-	0.9033	90.33%
P-glycoprotein inhibitior	-	0.9437	94.37%
P-glycoprotein substrate	-	0.6988	69.88%
CYP3A4 substrate	+	0.6233	62.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.8842	88.42%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.9076	90.76%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.8274	82.74%
CYP2C8 inhibition	-	0.9049	90.49%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7246	72.46%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.6429	64.29%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6941	69.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5083	50.83%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6013	60.13%
Acute Oral Toxicity (c)	III	0.3769	37.69%
Estrogen receptor binding	+	0.6879	68.79%
Androgen receptor binding	+	0.6076	60.76%
Thyroid receptor binding	+	0.6336	63.36%
Glucocorticoid receptor binding	+	0.6271	62.71%
Aromatase binding	+	0.6685	66.85%
PPAR gamma	-	0.6184	61.84%
Honey bee toxicity	-	0.8565	85.65%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8859	88.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.83%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	91.75%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.74%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.41%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	87.85%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.15%	96.90%

Plants that contains it

• Illicium floridanum

Cross-Links

• PubChem: 85240638
• LOTUS: LTS0265772
• wikiData: Q105280315