4beta-Acetoxytetrahydrobotryslactone

Details

• Internal ID: 205b5527-be40-4c20-83d4-5121303cf361
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(1S,3aS,4S,6R)-1-(hydroxymethyl)-7-[(2S,4R)-4-hydroxy-5-oxooxolan-2-yl]-1,3,3,6-tetramethyl-3a,4,5,6-tetrahydro-2H-inden-4-yl] acetate
• SMILES (Canonical): CC1CC(C2C(=C1C3CC(C(=O)O3)O)C(CC2(C)C)(C)CO)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2C(=C1[C@@H]3C[C@H](C(=O)O3)O)[C@@](CC2(C)C)(C)CO)OC(=O)C
• InChI: InChI=1S/C20H30O6/c1-10-6-14(25-11(2)22)16-17(20(5,9-21)8-19(16,3)4)15(10)13-7-12(23)18(24)26-13/h10,12-14,16,21,23H,6-9H2,1-5H3/t10-,12-,13+,14+,16-,20-/m1/s1
• InChI Key: RVXLTRZIAMMATE-JMTSMVSISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.5361	53.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8261	82.61%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.8623	86.23%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5953	59.53%
P-glycoprotein inhibitior	-	0.6366	63.66%
P-glycoprotein substrate	-	0.6447	64.47%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.7419	74.19%
CYP2C9 inhibition	-	0.6528	65.28%
CYP2C19 inhibition	-	0.8663	86.63%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	-	0.7680	76.80%
CYP inhibitory promiscuity	-	0.8241	82.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4937	49.37%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6644	66.44%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5734	57.34%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7469	74.69%
Acute Oral Toxicity (c)	III	0.4405	44.05%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.6650	66.50%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.8869	88.69%
Aromatase binding	-	0.5088	50.88%
PPAR gamma	-	0.4837	48.37%
Honey bee toxicity	-	0.7039	70.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9473	94.73%

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	95.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.45%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.28%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.85%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.79%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.77%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.40%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.32%	91.07%
CHEMBL2581	P07339	Cathepsin D	82.15%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.81%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.83%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11014013
• LOTUS: LTS0030230
• wikiData: Q105384083