[(1R,3E,7Z,9R,10S)-9-acetyloxy-3-(hydroxymethyl)-7-methyl-10-propan-2-ylcyclodeca-3,7-dien-1-yl] acetate

Details

• Internal ID: 0cde79da-5305-4ee3-80c7-d1b18442e3ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,3E,7Z,9R,10S)-9-acetyloxy-3-(hydroxymethyl)-7-methyl-10-propan-2-ylcyclodeca-3,7-dien-1-yl] acetate
• SMILES (Canonical): CC1=CC(C(C(CC(=CCC1)CO)OC(=O)C)C(C)C)OC(=O)C
• SMILES (Isomeric): C/C/1=C/[C@H]([C@H]([C@@H](C/C(=C\CC1)/CO)OC(=O)C)C(C)C)OC(=O)C
• InChI: InChI=1S/C19H30O5/c1-12(2)19-17(23-14(4)21)9-13(3)7-6-8-16(11-20)10-18(19)24-15(5)22/h8-9,12,17-20H,6-7,10-11H2,1-5H3/b13-9-,16-8+/t17-,18-,19-/m1/s1
• InChI Key: GPRBDIBLNPZNSW-CSQXYJMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.6791	67.91%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9046	90.46%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.8834	88.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8740	87.40%
P-glycoprotein inhibitior	-	0.7222	72.22%
P-glycoprotein substrate	-	0.7011	70.11%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.6018	60.18%
CYP2C9 inhibition	-	0.6703	67.03%
CYP2C19 inhibition	-	0.7507	75.07%
CYP2D6 inhibition	-	0.8708	87.08%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8724	87.24%
CYP inhibitory promiscuity	-	0.9039	90.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.8233	82.33%
Skin irritation	-	0.6996	69.96%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7949	79.49%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7805	78.05%
Acute Oral Toxicity (c)	III	0.5241	52.41%
Estrogen receptor binding	-	0.5754	57.54%
Androgen receptor binding	-	0.6699	66.99%
Thyroid receptor binding	-	0.6250	62.50%
Glucocorticoid receptor binding	+	0.5890	58.90%
Aromatase binding	-	0.7217	72.17%
PPAR gamma	-	0.5799	57.99%
Honey bee toxicity	-	0.8328	83.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.31%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.66%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.51%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.04%	98.75%

Plants that contains it

• Pulicaria canariensis

Cross-Links

• PubChem: 102397900
• LOTUS: LTS0021454
• wikiData: Q105015073