[3-Hydroxy-5-(1-hydroxyethenyl)-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] 3,4-dihydroxy-2-methylidenebutanoate

Details

• Internal ID: ca0dc941-07ee-4b01-89f4-cfd96be2669d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
• IUPAC Name: [3-hydroxy-5-(1-hydroxyethenyl)-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] 3,4-dihydroxy-2-methylidenebutanoate
• SMILES (Canonical): CC1(CC(C(C(C1C(=C)CO)O)C(=C)C(=O)OC)OC(=O)C(=C)C(CO)O)C(=C)O
• SMILES (Isomeric): CC1(CC(C(C(C1C(=C)CO)O)C(=C)C(=O)OC)OC(=O)C(=C)C(CO)O)C(=C)O
• InChI: InChI=1S/C21H30O9/c1-10(8-22)17-18(26)16(12(3)19(27)29-6)15(7-21(17,5)13(4)24)30-20(28)11(2)14(25)9-23/h14-18,22-26H,1-4,7-9H2,5-6H3
• InChI Key: TWXCADQDVNDWNH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₉
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18898253 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7829	78.29%
Caco-2	-	0.8093	80.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8541	85.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8701	87.01%
P-glycoprotein inhibitior	-	0.7346	73.46%
P-glycoprotein substrate	-	0.5677	56.77%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.8603	86.03%
CYP2C9 inhibition	-	0.8566	85.66%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.8548	85.48%
CYP2C8 inhibition	-	0.7312	73.12%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7123	71.23%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5744	57.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5598	55.98%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.7248	72.48%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6526	65.26%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.5307	53.07%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.7442	74.42%
Aromatase binding	+	0.6025	60.25%
PPAR gamma	+	0.5335	53.35%
Honey bee toxicity	-	0.6017	60.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9205	92.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.60%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	96.08%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.58%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.64%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.60%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.53%	96.38%
CHEMBL204	P00734	Thrombin	86.49%	96.01%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.68%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.52%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.13%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.60%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.41%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.41%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.96%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.95%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.74%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.44%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.05%	96.00%

Plants that contains it

• Centaurea spinosa

Cross-Links

• PubChem: 75072074
• LOTUS: LTS0261448
• wikiData: Q105266184