[(1R,6R,10S,14S)-6,10,14-trimethyl-2,9-dioxo-3-propan-2-ylidene-15-oxabicyclo[12.1.0]pentadecan-6-yl] acetate

Details

• Internal ID: 1b364f6c-587a-4739-8294-74250e49b0af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,6R,10S,14S)-6,10,14-trimethyl-2,9-dioxo-3-propan-2-ylidene-15-oxabicyclo[12.1.0]pentadecan-6-yl] acetate
• SMILES (Canonical): CC1CCCC2(C(O2)C(=O)C(=C(C)C)CCC(CCC1=O)(C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC[C@]2([C@@H](O2)C(=O)C(=C(C)C)CC[C@@](CCC1=O)(C)OC(=O)C)C
• InChI: InChI=1S/C22H34O5/c1-14(2)17-9-12-21(5,26-16(4)23)13-10-18(24)15(3)8-7-11-22(6)20(27-22)19(17)25/h15,20H,7-13H2,1-6H3/t15-,20-,21+,22-/m0/s1
• InChI Key: VLTIKKJYNDMBON-RWXMBLCBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 73.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.32
• 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	+	0.9806	98.06%
Caco-2	+	0.6563	65.63%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6925	69.25%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8673	86.73%
P-glycoprotein inhibitior	-	0.4416	44.16%
P-glycoprotein substrate	-	0.8536	85.36%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8961	89.61%
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	-	0.7658	76.58%
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	-	0.7929	79.29%
Skin irritation	-	0.5361	53.61%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3841	38.41%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.6152	61.52%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5564	55.64%
Acute Oral Toxicity (c)	III	0.5085	50.85%
Estrogen receptor binding	+	0.7543	75.43%
Androgen receptor binding	+	0.5649	56.49%
Thyroid receptor binding	+	0.5260	52.60%
Glucocorticoid receptor binding	+	0.6163	61.63%
Aromatase binding	-	0.5403	54.03%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5134	51.34%
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	96.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.19%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.29%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.88%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.20%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.28%	92.94%
CHEMBL255	P29275	Adenosine A2b receptor	80.69%	98.59%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%

Plants that contains it

• Plicanthus hirtellus

Cross-Links

• PubChem: 76313954
• LOTUS: LTS0180951
• wikiData: Q105288683