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

Details

• Internal ID: 6b2a1869-9590-45cb-82f7-80e957143948
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [6-[3,6-dihydroxy-6-methyl-5-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-2,3,5-trihydroxy-3-methyl-4-(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C(C1O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)O)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C(C(C1O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)O)OC(=O)C(=CC)C)O
• InChI: InChI=1S/C30H46O11/c1-11-15(4)26(34)39-20(29(8,9)37)14-19(31)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/h11-13,19-25,31-33,37-38H,7,14H2,1-6,8-10H3
• InChI Key: NRTABNRYMNHDIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₁₁
• Molecular Weight: 582.70 g/mol
• Exact Mass: 582.30401228 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• 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	-	0.8289	82.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8030	80.30%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8920	89.20%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8151	81.51%
P-glycoprotein inhibitior	+	0.6951	69.51%
P-glycoprotein substrate	+	0.5282	52.82%
CYP3A4 substrate	+	0.6411	64.11%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8837	88.37%
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	-	0.7646	76.46%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8654	86.54%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5078	50.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4213	42.13%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	+	0.6695	66.95%
skin sensitisation	+	0.5636	56.36%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7114	71.14%
Acute Oral Toxicity (c)	III	0.4909	49.09%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	-	0.5334	53.34%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	+	0.6615	66.15%
Honey bee toxicity	-	0.6476	64.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	98.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.65%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.14%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.20%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.40%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.89%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.84%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	84.64%	90.17%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.43%	94.97%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.03%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.76%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.59%	91.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.53%	95.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.52%	80.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.15%	89.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.04%	97.21%
CHEMBL4040	P28482	MAP kinase ERK2	81.00%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	80.06%	91.19%

Plants that contains it

• Ligularia lankongensis

Cross-Links

• PubChem: 162903883
• LOTUS: LTS0010762
• wikiData: Q105184798