Songaricalarin B

Details

• Internal ID: 631b1c45-47bb-440b-9ac4-b03f232788ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-6-hydroxy-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E)-3-methylpent-2-enoate
• SMILES (Canonical): CCC(=CC(=O)OC1C(C(C2C(C1=C)CC(C2C(C)OC(=O)C)OC(=O)C)C3(CO3)C)O)C
• SMILES (Isomeric): CC/C(=C/C(=O)O[C@@H]1[C@@H]([C@H]([C@H]2[C@H](C1=C)C[C@@H]([C@@H]2[C@H](C)OC(=O)C)OC(=O)C)[C@]3(CO3)C)O)/C
• InChI: InChI=1S/C25H36O8/c1-8-12(2)9-19(28)33-24-13(3)17-10-18(32-16(6)27)20(14(4)31-15(5)26)21(17)22(23(24)29)25(7)11-30-25/h9,14,17-18,20-24,29H,3,8,10-11H2,1-2,4-7H3/b12-9+/t14-,17-,18-,20-,21-,22-,23+,24-,25+/m0/s1
• InChI Key: QDBZIKDKBOCSPO-QFKYJAFMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₈
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.24101810 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• ((1S,2S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-((1S)-1-acetyloxyethyl)-6-hydroxy-4-methylidene-7-((2S)-2-methyloxiran-2-yl)-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl) (E)-3-methylpent-2-enoate
• [(1S,2S,3aR,5S,6R,7S,7aS)-2-acetyloxy-1-[(1S)-1-acetyloxyethyl]-6-hydroxy-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-1,2,3,3a,5,6,7,7a-octahydroinden-5-yl] (E)-3-methylpent-2-enoate
• RefChem:184318
• CHEMBL2334362

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.6911	69.11%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6227	62.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.8891	88.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7949	79.49%
P-glycoprotein inhibitior	+	0.7139	71.39%
P-glycoprotein substrate	+	0.6429	64.29%
CYP3A4 substrate	+	0.6733	67.33%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.5784	57.84%
CYP2C9 inhibition	-	0.7306	73.06%
CYP2C19 inhibition	-	0.7674	76.74%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.7491	74.91%
CYP2C8 inhibition	+	0.5099	50.99%
CYP inhibitory promiscuity	-	0.7138	71.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5947	59.47%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.5790	57.90%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4188	41.88%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	-	0.7488	74.88%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5417	54.17%
Acute Oral Toxicity (c)	III	0.4972	49.72%
Estrogen receptor binding	+	0.7705	77.05%
Androgen receptor binding	+	0.6021	60.21%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.7806	78.06%
Aromatase binding	+	0.7017	70.17%
PPAR gamma	+	0.6354	63.54%
Honey bee toxicity	-	0.6467	64.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.9864	98.64%

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	98.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.54%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	92.20%	89.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.57%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.92%	96.77%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.99%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.82%	89.34%
CHEMBL226	P30542	Adenosine A1 receptor	87.59%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.31%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.97%	97.79%
CHEMBL230	P35354	Cyclooxygenase-2	86.56%	89.63%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.04%	94.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.95%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.65%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.19%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.23%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.94%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.86%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.45%	97.28%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.31%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.93%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.65%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.52%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.74%	96.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.64%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.56%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	80.34%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.29%	92.88%

Plants that contains it

• Ligularia songarica

Cross-Links

• PubChem: 71719446
• LOTUS: LTS0085778
• wikiData: Q105218727