[(1R,5S,7S)-7-acetyloxy-2,8-dimethylidene-5-prop-1-en-2-ylcyclodecyl] acetate

Details

• Internal ID: 40f51000-80e0-4912-8452-0d1fd64ec296
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,5S,7S)-7-acetyloxy-2,8-dimethylidene-5-prop-1-en-2-ylcyclodecyl] acetate
• SMILES (Canonical): CC(=C)C1CCC(=C)C(CCC(=C)C(C1)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=C)[C@H]1CCC(=C)[C@@H](CCC(=C)[C@H](C1)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C19H28O4/c1-12(2)17-9-7-13(3)18(22-15(5)20)10-8-14(4)19(11-17)23-16(6)21/h17-19H,1,3-4,7-11H2,2,5-6H3/t17-,18+,19-/m0/s1
• InChI Key: VCCQYOUFYQWLLH-OTWHNJEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.6718	67.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8286	82.86%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9505	95.05%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8407	84.07%
P-glycoprotein inhibitior	-	0.5686	56.86%
P-glycoprotein substrate	-	0.8616	86.16%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.6927	69.27%
CYP2C9 inhibition	-	0.9015	90.15%
CYP2C19 inhibition	-	0.7977	79.77%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.7536	75.36%
CYP2C8 inhibition	-	0.8430	84.30%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8296	82.96%
Carcinogenicity (trinary)	Non-required	0.7192	71.92%
Eye corrosion	-	0.9300	93.00%
Eye irritation	+	0.5238	52.38%
Skin irritation	-	0.6328	63.28%
Skin corrosion	-	0.9857	98.57%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3632	36.32%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.6497	64.97%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5461	54.61%
Acute Oral Toxicity (c)	III	0.7464	74.64%
Estrogen receptor binding	-	0.6203	62.03%
Androgen receptor binding	-	0.7061	70.61%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	+	0.6951	69.51%
Aromatase binding	-	0.5675	56.75%
PPAR gamma	-	0.5991	59.91%
Honey bee toxicity	-	0.7812	78.12%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9938	99.38%

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	92.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.69%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.63%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.06%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.49%	83.82%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.93%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.71%	97.09%

Plants that contains it

• Chrysanthemum morifolium

Cross-Links

• PubChem: 102066425
• LOTUS: LTS0029909
• wikiData: Q105283623