[1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2-oxo-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-4-yl] 3-hydroxy-2,4,6-trimethyloct-4-enoate

Details

• Internal ID: f086cb05-8e80-4452-a5a8-c5ad82f15fd2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2-oxo-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-4-yl] 3-hydroxy-2,4,6-trimethyloct-4-enoate
• SMILES (Canonical): CCC(C)C=C(C)C(C(C)C(=O)OC1CCC(C2(C1=CC(=O)C3(C2O3)C(=C)CO)C)C)O
• SMILES (Isomeric): CCC(C)C=C(C)C(C(C)C(=O)OC1CCC(C2(C1=CC(=O)C3(C2O3)C(=C)CO)C)C)O
• InChI: InChI=1S/C26H38O6/c1-8-14(2)11-15(3)22(29)18(6)23(30)31-20-10-9-16(4)25(7)19(20)12-21(28)26(17(5)13-27)24(25)32-26/h11-12,14,16,18,20,22,24,27,29H,5,8-10,13H2,1-4,6-7H3
• InChI Key: UMDXVAWHWXLGHX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₆
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.26683893 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.5959	59.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6410	64.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6703	67.03%
P-glycoprotein inhibitior	+	0.6235	62.35%
P-glycoprotein substrate	+	0.5142	51.42%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.5217	52.17%
CYP2C9 inhibition	-	0.7554	75.54%
CYP2C19 inhibition	-	0.8277	82.77%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.7068	70.68%
CYP2C8 inhibition	+	0.5447	54.47%
CYP inhibitory promiscuity	-	0.8162	81.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.5519	55.19%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.5524	55.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4430	44.30%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5261	52.61%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	+	0.6986	69.86%
Androgen receptor binding	+	0.6618	66.18%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.8113	81.13%
Aromatase binding	+	0.5989	59.89%
PPAR gamma	+	0.5453	54.53%
Honey bee toxicity	-	0.7640	76.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9764	97.64%

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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.44%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	93.00%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.77%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.18%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.59%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.50%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.13%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.69%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.01%	86.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.88%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.30%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.06%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75215338
• LOTUS: LTS0031315
• wikiData: Q104198368