[(1R,2R,4R,5S,6S,13S)-5-acetyloxy-1,4,13-trimethyl-3-oxatricyclo[7.4.0.02,4]tridec-9-en-6-yl] acetate

Details

• Internal ID: 93243d6a-55c7-48c8-b7f8-63c0538efa04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,2R,4R,5S,6S,13S)-5-acetyloxy-1,4,13-trimethyl-3-oxatricyclo[7.4.0.02,4]tridec-9-en-6-yl] acetate
• SMILES (Canonical): CC1CCC=C2C1(C3C(O3)(C(C(CC2)OC(=O)C)OC(=O)C)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1([C@@H]3[C@@](O3)([C@H]([C@H](CC2)OC(=O)C)OC(=O)C)C)C
• InChI: InChI=1S/C19H28O5/c1-11-7-6-8-14-9-10-15(22-12(2)20)16(23-13(3)21)19(5)17(24-19)18(11,14)4/h8,11,15-17H,6-7,9-10H2,1-5H3/t11-,15-,16-,17+,18+,19-/m0/s1
• InChI Key: BBKOWFMHJNGPFC-CEIAJMORSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.7490	74.90%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7136	71.36%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4910	49.10%
P-glycoprotein inhibitior	+	0.5998	59.98%
P-glycoprotein substrate	-	0.8511	85.11%
CYP3A4 substrate	+	0.5839	58.39%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8040	80.40%
CYP2C9 inhibition	-	0.8571	85.71%
CYP2C19 inhibition	-	0.8406	84.06%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	+	0.5087	50.87%
CYP2C8 inhibition	-	0.5640	56.40%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9350	93.50%
Skin irritation	+	0.5119	51.19%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7222	72.22%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.5133	51.33%
Estrogen receptor binding	+	0.8256	82.56%
Androgen receptor binding	+	0.5974	59.74%
Thyroid receptor binding	+	0.6173	61.73%
Glucocorticoid receptor binding	+	0.6954	69.54%
Aromatase binding	-	0.5164	51.64%
PPAR gamma	+	0.6740	67.40%
Honey bee toxicity	-	0.8206	82.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	95.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.32%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.74%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.73%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.21%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.12%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.15%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.26%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16742791
• LOTUS: LTS0101010
• wikiData: Q104922815