5,6,9,11-Tetrahydroxy-6-(hydroxymethyl)-10-(2-hydroxypropan-2-yl)-8-methoxy-7-methyl-3-oxatricyclo[5.3.1.04,11]undecan-2-one

Details

• Internal ID: 481b0c17-c73a-4a96-a715-450116283e44
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5,6,9,11-tetrahydroxy-6-(hydroxymethyl)-10-(2-hydroxypropan-2-yl)-8-methoxy-7-methyl-3-oxatricyclo[5.3.1.04,11]undecan-2-one
• SMILES (Canonical): CC12C(C(C(C3C1(C(C(C2(CO)O)O)OC3=O)O)C(C)(C)O)O)OC
• SMILES (Isomeric): CC12C(C(C(C3C1(C(C(C2(CO)O)O)OC3=O)O)C(C)(C)O)O)OC
• InChI: InChI=1S/C16H26O9/c1-13(2,21)6-7-12(20)25-11-9(19)15(22,5-17)14(3,16(7,11)23)10(24-4)8(6)18/h6-11,17-19,21-23H,5H2,1-4H3
• InChI Key: YXJXMGILTPVPIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₉
• Molecular Weight: 362.37 g/mol
• Exact Mass: 362.15768240 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.86
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8197	81.97%
Caco-2	-	0.8271	82.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6445	64.45%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9816	98.16%
P-glycoprotein inhibitior	-	0.8156	81.56%
P-glycoprotein substrate	-	0.6920	69.20%
CYP3A4 substrate	+	0.6277	62.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.8205	82.05%
CYP2C8 inhibition	-	0.8374	83.74%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6560	65.60%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9640	96.40%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7189	71.89%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8638	86.38%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7307	73.07%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.8096	80.96%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	-	0.6033	60.33%
Aromatase binding	+	0.5810	58.10%
PPAR gamma	+	0.5927	59.27%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.6010	60.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.22%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.92%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.83%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.13%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.09%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.12%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	80.42%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.40%	97.14%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 73821869
• LOTUS: LTS0194273
• wikiData: Q105367743