[(1R,6R,10E,14S)-6,10,14-trimethyl-2-oxo-3-propan-2-ylidene-15-oxabicyclo[12.1.0]pentadec-10-en-6-yl] acetate

Details

• Internal ID: c844fd89-6d4c-4f3e-a5e6-318ba6091fc4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,6R,10E,14S)-6,10,14-trimethyl-2-oxo-3-propan-2-ylidene-15-oxabicyclo[12.1.0]pentadec-10-en-6-yl] acetate
• SMILES (Canonical): CC1=CCCC2(C(O2)C(=O)C(=C(C)C)CCC(CCC1)(C)OC(=O)C)C
• SMILES (Isomeric): C/C/1=C\CC[C@]2([C@@H](O2)C(=O)C(=C(C)C)CC[C@](CCC1)(C)OC(=O)C)C
• InChI: InChI=1S/C22H34O4/c1-15(2)18-11-14-21(5,25-17(4)23)12-7-9-16(3)10-8-13-22(6)20(26-22)19(18)24/h10,20H,7-9,11-14H2,1-6H3/b16-10+/t20-,21+,22-/m0/s1
• InChI Key: QRIAHPSWAQTBHB-LHZPWLOLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 4
• 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	+	0.9806	98.06%
Caco-2	+	0.7040	70.40%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9217	92.17%
P-glycoprotein inhibitior	-	0.4880	48.80%
P-glycoprotein substrate	-	0.8576	85.76%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.7792	77.92%
CYP2C9 inhibition	-	0.7506	75.06%
CYP2C19 inhibition	-	0.6990	69.90%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.5618	56.18%
CYP2C8 inhibition	-	0.7025	70.25%
CYP inhibitory promiscuity	-	0.9542	95.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.6195	61.95%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.7039	70.39%
Skin irritation	-	0.5361	53.61%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7364	73.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6596	65.96%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.6152	61.52%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5085	50.85%
Estrogen receptor binding	+	0.7246	72.46%
Androgen receptor binding	+	0.5536	55.36%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	+	0.6432	64.32%
Aromatase binding	+	0.5422	54.22%
PPAR gamma	+	0.7036	70.36%
Honey bee toxicity	-	0.8845	88.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	96.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.29%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.66%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.01%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.89%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	80.26%	98.59%
CHEMBL5028	O14672	ADAM10	80.22%	97.50%

Plants that contains it

• Plicanthus hirtellus

Cross-Links

• PubChem: 162945421
• LOTUS: LTS0019126
• wikiData: Q105226351