[(1R,2S,4E,8S,9R,10R)-9-hydroxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 13933434-4f22-4709-a08b-a8b5d2f05b32
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2S,4E,8S,9R,10R)-9-hydroxy-1,5-dimethyl-8-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-2-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC=C(CCC(C(C2C1(O2)C)O)C(C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C/C=C(/CC[C@H]([C@H]([C@@H]2[C@@]1(O2)C)O)C(C)C)\C
• InChI: InChI=1S/C20H32O4/c1-7-14(5)19(22)23-16-11-9-13(4)8-10-15(12(2)3)17(21)18-20(16,6)24-18/h7,9,12,15-18,21H,8,10-11H2,1-6H3/b13-9+,14-7+/t15-,16-,17+,18+,20+/m0/s1
• InChI Key: JYFQGNVUDRLGJK-ZDHUPIKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.7967	79.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7141	71.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.8783	87.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5071	50.71%
BSEP inhibitior	+	0.8224	82.24%
P-glycoprotein inhibitior	-	0.6313	63.13%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.6442	64.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7417	74.17%
CYP2C9 inhibition	-	0.5946	59.46%
CYP2C19 inhibition	-	0.5346	53.46%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	+	0.6897	68.97%
CYP2C8 inhibition	-	0.7616	76.16%
CYP inhibitory promiscuity	-	0.9450	94.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9402	94.02%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4075	40.75%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6596	65.96%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6313	63.13%
Acute Oral Toxicity (c)	III	0.5024	50.24%
Estrogen receptor binding	+	0.7430	74.30%
Androgen receptor binding	+	0.5653	56.53%
Thyroid receptor binding	+	0.5480	54.80%
Glucocorticoid receptor binding	+	0.6838	68.38%
Aromatase binding	-	0.6101	61.01%
PPAR gamma	+	0.5676	56.76%
Honey bee toxicity	-	0.7576	75.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9750	97.50%

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	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.27%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.65%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.96%	97.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.62%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.31%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.29%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.03%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.61%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.46%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.42%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.60%	91.07%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.16%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.07%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.93%	91.24%
CHEMBL1871	P10275	Androgen Receptor	82.88%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.14%	97.09%
CHEMBL2535	P11166	Glucose transporter	80.92%	98.75%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.49%	85.31%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.26%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.04%	97.14%

Plants that contains it

• Curio talinoides

Cross-Links

• PubChem: 162919968
• LOTUS: LTS0218014
• wikiData: Q105136976