[(2S,3R,5S,8S,10S)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadeca-1(12),14-dien-2-yl] acetate

Details

• Internal ID: f0280182-b30d-4a70-b109-b2356857a571
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(2S,3R,5S,8S,10S)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadeca-1(12),14-dien-2-yl] acetate
• InChI: InChI=1S/C17H22O5/c1-9-8-19-11-7-17(4)12(21-17)5-6-16(3)15(22-16)14(13(9)11)20-10(2)18/h8,12,14-15H,5-7H2,1-4H3/t12-,14-,15+,16-,17-/m0/s1
• InChI Key: QFOTYWXLSVTWAX-RKOFLFEYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 64.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.6273	62.73%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5966	59.66%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8286	82.86%
P-glycoprotein inhibitior	-	0.6501	65.01%
P-glycoprotein substrate	-	0.7916	79.16%
CYP3A4 substrate	+	0.6468	64.68%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8199	81.99%
CYP3A4 inhibition	-	0.8749	87.49%
CYP2C9 inhibition	-	0.7991	79.91%
CYP2C19 inhibition	-	0.7169	71.69%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.5570	55.70%
CYP2C8 inhibition	-	0.7039	70.39%
CYP inhibitory promiscuity	-	0.9457	94.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.6966	69.66%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5444	54.44%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5503	55.03%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4537	45.37%
Acute Oral Toxicity (c)	III	0.4773	47.73%
Estrogen receptor binding	+	0.6974	69.74%
Androgen receptor binding	+	0.6132	61.32%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	+	0.7946	79.46%
Aromatase binding	-	0.5858	58.58%
PPAR gamma	+	0.6623	66.23%
Honey bee toxicity	-	0.8042	80.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9538	95.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.55%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.81%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.93%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.52%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.37%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.92%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.77%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.62%	97.28%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%

Plants that contains it

• Salvia castanea

Cross-Links

• PubChem: 163190566
• LOTUS: LTS0087182
• wikiData: Q105219690