(1S,4R,5S,8R,9R,11R)-4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.01,5.09,11]tridecan-3-one

Details

• Internal ID: 07f9f428-fd52-4c84-9e3f-806a3ee63308
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,4R,5S,8R,9R,11R)-4,5-dihydroxy-4,8,12,12-tetramethyl-2,10-dioxatetracyclo[7.4.0.01,5.09,11]tridecan-3-one
• SMILES (Canonical): CC1CCC2(C(C(=O)OC23C14C(O4)C(C3)(C)C)(C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@](C(=O)O[C@]23[C@]14[C@H](O4)C(C3)(C)C)(C)O)O
• InChI: InChI=1S/C15H22O5/c1-8-5-6-13(18)12(4,17)10(16)20-14(13)7-11(2,3)9-15(8,14)19-9/h8-9,17-18H,5-7H2,1-4H3/t8-,9-,12+,13+,14+,15-/m1/s1
• InChI Key: YLYSBQSZGKWGDT-RJOBCFILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9197	91.97%
Caco-2	+	0.5991	59.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.8274	82.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.9505	95.05%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.8549	85.49%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	-	0.7333	73.33%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	-	0.9223	92.23%
CYP inhibitory promiscuity	-	0.9864	98.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5651	56.51%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.7707	77.07%
Skin irritation	-	0.5280	52.80%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4868	48.68%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5905	59.05%
Acute Oral Toxicity (c)	I	0.3784	37.84%
Estrogen receptor binding	+	0.8148	81.48%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.5746	57.46%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	-	0.6640	66.40%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9423	94.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.18%	91.11%
CHEMBL1871	P10275	Androgen Receptor	83.55%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.06%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.99%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.40%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162929075
• LOTUS: LTS0235586
• wikiData: Q105350386