Picriside C

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	65ab6ff5-b363-45a8-a750-0629743e0141
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name	(3aS,6E,9S,10E,11aS)-6,10-dimethyl-3-methylidene-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
SMILES (Canonical)	CC1=CCC(C(=CC2C(CC1)C(=C)C(=O)O2)C)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric)	C/C/1=C\C[C@@H](/C(=C/[C@H]2[C@@H](CC1)C(=C)C(=O)O2)/C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI	InChI=1S/C21H30O8/c1-10-4-6-13-12(3)20(26)27-15(13)8-11(2)14(7-5-10)28-21-19(25)18(24)17(23)16(9-22)29-21/h5,8,13-19,21-25H,3-4,6-7,9H2,1-2H3/b10-5+,11-8+/t13-,14-,15-,16+,17+,18-,19+,21+/m0/s1
InChI Key	DMRCRRQHOSAUMP-QQZWNZOASA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₃₀O₈
Molecular Weight	410.50 g/mol
Exact Mass	410.19406791 g/mol
Topological Polar Surface Area (TPSA)	126.00 Å²
XlogP	0.10
Atomic LogP (AlogP)	0.35
H-Bond Acceptor	8
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7681	76.81%
Caco-2	-	0.7436	74.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8040	80.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6591	65.91%
P-glycoprotein inhibitior	-	0.7368	73.68%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.9016	90.16%
CYP2C9 inhibition	-	0.9055	90.55%
CYP2C19 inhibition	-	0.8766	87.66%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.7541	75.41%
CYP2C8 inhibition	-	0.6093	60.93%
CYP inhibitory promiscuity	-	0.8697	86.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7433	74.33%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9716	97.16%
Skin irritation	-	0.6855	68.55%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4251	42.51%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5549	55.49%
Acute Oral Toxicity (c)	III	0.4442	44.42%
Estrogen receptor binding	+	0.6776	67.76%
Androgen receptor binding	+	0.5480	54.80%
Thyroid receptor binding	-	0.5621	56.21%
Glucocorticoid receptor binding	+	0.6050	60.50%
Aromatase binding	-	0.5165	51.65%
PPAR gamma	+	0.6407	64.07%
Honey bee toxicity	-	0.7719	77.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9658	96.58%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	96.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.61%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.39%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.78%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.14%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.68%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.64%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Crepidiastrum denticulatum subsp. denticulatum