[(1E,3Z,4S,6E)-4-acetyloxy-3-(acetyloxymethylidene)-9-[(2R)-3,3-dimethyloxiran-2-yl]-7-methylnona-1,6-dien-8-ynyl] acetate

Details

• Internal ID: a318b5c0-a354-4a26-9fdd-6416bc37de70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: [(1E,3Z,4S,6E)-4-acetyloxy-3-(acetyloxymethylidene)-9-[(2R)-3,3-dimethyloxiran-2-yl]-7-methylnona-1,6-dien-8-ynyl] acetate
• InChI: InChI=1S/C21H26O7/c1-14(8-10-20-21(5,6)28-20)7-9-19(27-17(4)24)18(13-26-16(3)23)11-12-25-15(2)22/h7,11-13,19-20H,9H2,1-6H3/b12-11+,14-7+,18-13-/t19-,20+/m0/s1
• InChI Key: ZPASDEJBHLWZLY-LGYZLACBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	+	0.5279	52.79%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7105	71.05%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8940	89.40%
P-glycoprotein inhibitior	+	0.6450	64.50%
P-glycoprotein substrate	-	0.7205	72.05%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.7470	74.70%
CYP2C9 inhibition	-	0.5687	56.87%
CYP2C19 inhibition	+	0.5649	56.49%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.7514	75.14%
CYP2C8 inhibition	+	0.4707	47.07%
CYP inhibitory promiscuity	-	0.6305	63.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5628	56.28%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9180	91.80%
Eye irritation	-	0.9280	92.80%
Skin irritation	-	0.5875	58.75%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7563	75.63%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5593	55.93%
skin sensitisation	+	0.6924	69.24%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4829	48.29%
Acute Oral Toxicity (c)	III	0.4796	47.96%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.5280	52.80%
Thyroid receptor binding	+	0.6118	61.18%
Glucocorticoid receptor binding	+	0.7697	76.97%
Aromatase binding	+	0.5892	58.92%
PPAR gamma	+	0.6129	61.29%
Honey bee toxicity	-	0.5775	57.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9475	94.75%

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	96.04%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.98%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.06%	91.19%
CHEMBL3837	P07711	Cathepsin L	86.95%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	85.87%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.17%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162989884
• LOTUS: LTS0013285
• wikiData: Q105380809