[2,6-bis[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxy-phenyl]-(2,4,6-trihydroxyphenyl)methanone

Details

• Internal ID: f475678f-3419-464e-a59d-4d2de02e5ded
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [2,6-bis[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxyphenyl]-(2,4,6-trihydroxyphenyl)methanone
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C(=C(C=C1O)O)CC=C(C)CCC=C(C)C)C(=O)C2=C(C=C(C=C2O)O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C(=C(C=C1O)O)C/C=C(\C)/CCC=C(C)C)C(=O)C2=C(C=C(C=C2O)O)O)/C)C
• InChI: InChI=1S/C33H42O6/c1-20(2)9-7-11-22(5)13-15-25-27(35)19-28(36)26(16-14-23(6)12-8-10-21(3)4)31(25)33(39)32-29(37)17-24(34)18-30(32)38/h9-10,13-14,17-19,34-38H,7-8,11-12,15-16H2,1-6H3/b22-13+,23-14+
• InChI Key: MGVGIZSDTSABCT-MSKUYSOUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₆
• Molecular Weight: 534.70 g/mol
• Exact Mass: 534.29813906 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 9.60
• Atomic LogP (AlogP): 7.92
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	-	0.7395	73.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8497	84.97%
OATP2B1 inhibitior	+	0.5765	57.65%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.8743	87.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8810	88.10%
P-glycoprotein inhibitior	+	0.7719	77.19%
P-glycoprotein substrate	-	0.8747	87.47%
CYP3A4 substrate	-	0.5428	54.28%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8050	80.50%
CYP3A4 inhibition	+	0.7074	70.74%
CYP2C9 inhibition	+	0.7377	73.77%
CYP2C19 inhibition	+	0.7276	72.76%
CYP2D6 inhibition	-	0.7594	75.94%
CYP1A2 inhibition	+	0.8217	82.17%
CYP2C8 inhibition	-	0.7372	73.72%
CYP inhibitory promiscuity	+	0.7372	73.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7962	79.62%
Carcinogenicity (trinary)	Non-required	0.7528	75.28%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7603	76.03%
Skin irritation	-	0.7704	77.04%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8226	82.26%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5509	55.09%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5759	57.59%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	+	0.8830	88.30%
Androgen receptor binding	+	0.6349	63.49%
Thyroid receptor binding	+	0.6511	65.11%
Glucocorticoid receptor binding	+	0.7595	75.95%
Aromatase binding	+	0.7066	70.66%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	97.04%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.04%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.85%	96.12%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.58%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.53%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.87%	96.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.49%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6479442
• NPASS: NPC202080