5-[(2E,6E,10S)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dienoxy]-4,6-dimethoxy-2,3-dihydroisoindol-1-one

Details

• Internal ID: d24a1a10-ff2b-4d3e-90ed-c9583ab332fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[(2E,6E,10S)-10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dienoxy]-4,6-dimethoxy-2,3-dihydroisoindol-1-one
• SMILES (Canonical): CC(=CCCC(=CCOC1=C(C=C2C(=C1OC)CNC2=O)OC)C)CCC(C(C)(C)O)O
• SMILES (Isomeric): C/C(=C\CC/C(=C/COC1=C(C=C2C(=C1OC)CNC2=O)OC)/C)/CC[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C25H37NO6/c1-16(10-11-21(27)25(3,4)29)8-7-9-17(2)12-13-32-23-20(30-5)14-18-19(22(23)31-6)15-26-24(18)28/h8,12,14,21,27,29H,7,9-11,13,15H2,1-6H3,(H,26,28)/b16-8+,17-12+/t21-/m0/s1
• InChI Key: HUPCLVPOGQIJQN-OBCUBLQLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₇NO₆
• Molecular Weight: 447.60 g/mol
• Exact Mass: 447.26208790 g/mol
• Topological Polar Surface Area (TPSA): 97.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.5964	59.64%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8330	83.30%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	+	0.7110	71.10%
P-glycoprotein substrate	+	0.6034	60.34%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.7334	73.34%
CYP2C9 inhibition	-	0.7971	79.71%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.8842	88.42%
CYP1A2 inhibition	+	0.5104	51.04%
CYP2C8 inhibition	+	0.4433	44.33%
CYP inhibitory promiscuity	-	0.8654	86.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5938	59.38%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.7390	73.90%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7818	78.18%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8739	87.39%
Acute Oral Toxicity (c)	III	0.5752	57.52%
Estrogen receptor binding	+	0.6623	66.23%
Androgen receptor binding	-	0.6304	63.04%
Thyroid receptor binding	+	0.7618	76.18%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.7124	71.24%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8903	89.03%

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	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.43%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.38%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.28%	97.25%
CHEMBL2535	P11166	Glucose transporter	92.00%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.45%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.82%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.29%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.83%	92.88%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.69%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.31%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	84.60%	93.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.64%	91.07%
CHEMBL5747	Q92793	CREB-binding protein	82.96%	95.12%
CHEMBL1937	Q92769	Histone deacetylase 2	82.21%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.90%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.63%	89.50%

Plants that contains it

• Aegiceras corniculatum

Cross-Links

• PubChem: 163185337
• LOTUS: LTS0016431
• wikiData: Q105033958