[6-[5,6-Dihydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3,5-dihydroxy-3-methyl-4-(2-methylbut-2-enoyloxy)-2-oxocyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: 1cb65983-2d12-47c0-930f-5bdfd2828990
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [6-[5,6-dihydroxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3,5-dihydroxy-3-methyl-4-(2-methylbut-2-enoyloxy)-2-oxocyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C(C1=O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C(C(C1=O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(=CC)C
• InChI: InChI=1S/C30H44O11/c1-11-15(4)26(34)39-19(14-20(31)29(8,9)37)18(7)21-22(32)25(41-28(36)17(6)13-3)30(10,38)24(33)23(21)40-27(35)16(5)12-2/h11-13,19-23,25,31-32,37-38H,7,14H2,1-6,8-10H3
• InChI Key: ARSUANVZLQGVLZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₁₁
• Molecular Weight: 580.70 g/mol
• Exact Mass: 580.28836222 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9246	92.46%
Caco-2	-	0.8119	81.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8030	80.30%
OATP2B1 inhibitior	+	0.5706	57.06%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8284	82.84%
P-glycoprotein inhibitior	+	0.7370	73.70%
P-glycoprotein substrate	-	0.5113	51.13%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.9021	90.21%
CYP3A4 inhibition	-	0.8617	86.17%
CYP2C9 inhibition	-	0.8400	84.00%
CYP2C19 inhibition	-	0.8348	83.48%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.9369	93.69%
CYP2C8 inhibition	-	0.6788	67.88%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8654	86.54%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5286	52.86%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	+	0.7051	70.51%
skin sensitisation	+	0.5636	56.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6794	67.94%
Acute Oral Toxicity (c)	III	0.4909	49.09%
Estrogen receptor binding	+	0.7343	73.43%
Androgen receptor binding	-	0.5391	53.91%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.7386	73.86%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.5907	59.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.60%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.83%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.98%	91.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.49%	92.88%
CHEMBL340	P08684	Cytochrome P450 3A4	86.21%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.52%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.83%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.45%	94.45%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.44%	80.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.17%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.68%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.51%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.52%	96.90%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.08%	90.93%

Plants that contains it

• Ligularia dentata

Cross-Links

• PubChem: 162945225
• LOTUS: LTS0099083
• wikiData: Q104917556