[6-(1,7-Dimethyl-4-propan-2-ylcyclodeca-2,7-dien-1-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: a597d13f-95d4-41b0-bf10-8b573939b64f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [6-(1,7-dimethyl-4-propan-2-ylcyclodeca-2,7-dien-1-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1=CCCC(C=CC(CC1)C(C)C)(C)OC2C(C(C(C(O2)COC(=O)C)O)O)O
• SMILES (Isomeric): CC1=CCCC(C=CC(CC1)C(C)C)(C)OC2C(C(C(C(O2)COC(=O)C)O)O)O
• InChI: InChI=1S/C23H38O7/c1-14(2)17-9-8-15(3)7-6-11-23(5,12-10-17)30-22-21(27)20(26)19(25)18(29-22)13-28-16(4)24/h7,10,12,14,17-22,25-27H,6,8-9,11,13H2,1-5H3
• InChI Key: MQIPEAYACPPTOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.26175355 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7931	79.31%
Caco-2	-	0.6803	68.03%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9012	90.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.8200	82.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.5651	56.51%
P-glycoprotein inhibitior	-	0.5632	56.32%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.9121	91.21%
CYP2C9 inhibition	-	0.7195	71.95%
CYP2C19 inhibition	-	0.7565	75.65%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.6566	65.66%
CYP2C8 inhibition	+	0.4561	45.61%
CYP inhibitory promiscuity	-	0.8849	88.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9679	96.79%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4583	45.83%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8382	83.82%
Acute Oral Toxicity (c)	III	0.6328	63.28%
Estrogen receptor binding	+	0.6820	68.20%
Androgen receptor binding	-	0.6306	63.06%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	-	0.4846	48.46%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5488	54.88%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9683	96.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.26%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.53%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.37%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.53%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.75%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.68%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	87.61%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.29%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.63%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.55%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	85.23%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.10%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.49%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.05%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.04%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.01%	96.38%
CHEMBL5028	O14672	ADAM10	81.84%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.61%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.53%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.46%	89.67%

Plants that contains it

• Pittosporum viridiflorum

Cross-Links

• PubChem: 163006635
• LOTUS: LTS0232342
• wikiData: Q105170034