[(1R,2E,6E,10S)-3,7-dimethyl-10-propan-2-ylcyclodeca-2,6-dien-1-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 4bcb0b22-d8e3-48be-881c-9e9f1411c5b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2E,6E,10S)-3,7-dimethyl-10-propan-2-ylcyclodeca-2,6-dien-1-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1=CCCC(=CC(C(CC1)C(C)C)OC(=O)C=CC2=CC(=C(C=C2)OC)O)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/[C@@H]([C@@H](CC1)C(C)C)OC(=O)/C=C/C2=CC(=C(C=C2)OC)O)/C
• InChI: InChI=1S/C25H34O4/c1-17(2)21-12-9-18(3)7-6-8-19(4)15-24(21)29-25(27)14-11-20-10-13-23(28-5)22(26)16-20/h7,10-11,13-17,21,24,26H,6,8-9,12H2,1-5H3/b14-11+,18-7+,19-15+/t21-,24-/m0/s1
• InChI Key: VVTLWDAOJRZALF-VIQVSGCYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 4
• 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	+	0.9950	99.50%
Caco-2	+	0.7494	74.94%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.8502	85.02%
P-glycoprotein substrate	-	0.6722	67.22%
CYP3A4 substrate	+	0.6072	60.72%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.5848	58.48%
CYP2C9 inhibition	-	0.6671	66.71%
CYP2C19 inhibition	+	0.6327	63.27%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	+	0.7085	70.85%
CYP2C8 inhibition	+	0.6854	68.54%
CYP inhibitory promiscuity	-	0.7629	76.29%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8302	83.02%
Carcinogenicity (trinary)	Non-required	0.6817	68.17%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9580	95.80%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8702	87.02%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6947	69.47%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8554	85.54%
Acute Oral Toxicity (c)	III	0.5079	50.79%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.6639	66.39%
Thyroid receptor binding	+	0.6582	65.82%
Glucocorticoid receptor binding	+	0.6822	68.22%
Aromatase binding	+	0.6127	61.27%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.75%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.78%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.47%	98.95%
CHEMBL4208	P20618	Proteasome component C5	88.23%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.80%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.95%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.93%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.94%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.80%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.79%	91.49%
CHEMBL3194	P02766	Transthyretin	83.22%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.35%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.88%	90.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.44%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.22%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.84%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.31%	92.62%

Plants that contains it

• Verbesina macrophylla

Cross-Links

• PubChem: 163189471
• LOTUS: LTS0007426
• wikiData: Q105297878