Altaicalarin A

Details

• Internal ID: 7ebe955d-96a1-4156-8d9f-8049eb5c04bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [2-(2-acetyloxy-3,5-dihydroxy-4-methylphenyl)-6-methylhepta-1,5-dien-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(CC=C(C)C)C(=C)C1=CC(=C(C(=C1OC(=O)C)O)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC(CC=C(C)C)C(=C)C1=CC(=C(C(=C1OC(=O)C)O)C)O
• InChI: InChI=1S/C22H28O6/c1-8-13(4)22(26)28-19(10-9-12(2)3)14(5)17-11-18(24)15(6)20(25)21(17)27-16(7)23/h8-9,11,19,24-25H,5,10H2,1-4,6-7H3/b13-8-
• InChI Key: XMZPTCCLQHPTRA-JYRVWZFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• CHEMBL1087543

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	+	0.6198	61.98%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.8892	88.92%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6814	68.14%
P-glycoprotein inhibitior	-	0.5293	52.93%
P-glycoprotein substrate	-	0.8014	80.14%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	+	0.6091	60.91%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.6329	63.29%
CYP2C9 inhibition	+	0.6356	63.56%
CYP2C19 inhibition	+	0.6677	66.77%
CYP2D6 inhibition	-	0.7258	72.58%
CYP1A2 inhibition	-	0.5226	52.26%
CYP2C8 inhibition	-	0.5569	55.69%
CYP inhibitory promiscuity	-	0.6926	69.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7733	77.33%
Carcinogenicity (trinary)	Non-required	0.7532	75.32%
Eye corrosion	-	0.9751	97.51%
Eye irritation	-	0.6354	63.54%
Skin irritation	-	0.7278	72.78%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7140	71.40%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.5442	54.42%
skin sensitisation	+	0.6060	60.60%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7200	72.00%
Acute Oral Toxicity (c)	III	0.5280	52.80%
Estrogen receptor binding	+	0.5678	56.78%
Androgen receptor binding	+	0.6601	66.01%
Thyroid receptor binding	+	0.6092	60.92%
Glucocorticoid receptor binding	+	0.5892	58.92%
Aromatase binding	-	0.6141	61.41%
PPAR gamma	+	0.6829	68.29%
Honey bee toxicity	-	0.6538	65.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9963	99.63%

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	96.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.00%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.10%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.89%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.53%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.96%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.41%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.75%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.31%	91.24%

Plants that contains it

• Ligularia altaica

Cross-Links

• PubChem: 46186370
• LOTUS: LTS0166010
• wikiData: Q105331527