2-[(1R,3E,7E,10R)-4,8-dimethyl-10-[(2R)-2-methylbutanoyl]oxycyclodeca-3,7-dien-1-yl]prop-2-enoic acid

Details

• Internal ID: db9b1d54-9c90-4f56-9533-9d7901b6c8e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2-[(1R,3E,7E,10R)-4,8-dimethyl-10-[(2R)-2-methylbutanoyl]oxycyclodeca-3,7-dien-1-yl]prop-2-enoic acid
• SMILES (Canonical): CCC(C)C(=O)OC1CC(=CCCC(=CCC1C(=C)C(=O)O)C)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@@H]1C/C(=C/CC/C(=C/C[C@@H]1C(=C)C(=O)O)/C)/C
• InChI: InChI=1S/C20H30O4/c1-6-15(4)20(23)24-18-12-14(3)9-7-8-13(2)10-11-17(18)16(5)19(21)22/h9-10,15,17-18H,5-8,11-12H2,1-4H3,(H,21,22)/b13-10+,14-9+/t15-,17-,18-/m1/s1
• InChI Key: XPMMTTNXOJJJFO-BNBDUFQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.8338	83.38%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7879	78.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4679	46.79%
P-glycoprotein inhibitior	-	0.6216	62.16%
P-glycoprotein substrate	-	0.7584	75.84%
CYP3A4 substrate	+	0.5358	53.58%
CYP2C9 substrate	+	0.6165	61.65%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	+	0.5829	58.29%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.8369	83.69%
CYP1A2 inhibition	-	0.7033	70.33%
CYP2C8 inhibition	-	0.6427	64.27%
CYP inhibitory promiscuity	-	0.8696	86.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.8651	86.51%
Skin irritation	-	0.6153	61.53%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.7408	74.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6927	69.27%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.6818	68.18%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.6514	65.14%
Estrogen receptor binding	-	0.4797	47.97%
Androgen receptor binding	+	0.5337	53.37%
Thyroid receptor binding	-	0.6063	60.63%
Glucocorticoid receptor binding	-	0.5852	58.52%
Aromatase binding	-	0.6377	63.77%
PPAR gamma	+	0.5282	52.82%
Honey bee toxicity	-	0.8641	86.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	89.25%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.07%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.49%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.18%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.94%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.97%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.16%	90.00%

Plants that contains it

• Pegolettia senegalensis

Cross-Links

• PubChem: 162954507
• LOTUS: LTS0223285
• wikiData: Q105338843