Ftidkiazunxncj-wbyqcalvsa-

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	290219bb-a485-4b82-90d9-83e7536afe61
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name	(3aS,6R,6aR,8S,9aR,9bS)-6-hydroxy-6-methyl-3,9-dimethylidene-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
SMILES (Canonical)	CC1(CCC2C(C3C1CC(C3=C)OC4C(C(C(C(O4)CO)O)O)O)OC(=O)C2=C)O
SMILES (Isomeric)	C[C@]1(CC[C@@H]2[C@@H]([C@@H]3[C@H]1C[C@@H](C3=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC(=O)C2=C)O
InChI	InChI=1S/C21H30O9/c1-8-10-4-5-21(3,27)11-6-12(9(2)14(11)18(10)30-19(8)26)28-20-17(25)16(24)15(23)13(7-22)29-20/h10-18,20,22-25,27H,1-2,4-7H2,3H3/t10-,11+,12-,13+,14-,15+,16-,17+,18-,20+,21+/m0/s1
InChI Key	FTIDKIAZUNXNCJ-WBYQCALVSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₃₀O₉
Molecular Weight	426.50 g/mol
Exact Mass	426.18898253 g/mol
Topological Polar Surface Area (TPSA)	146.00 Å²
XlogP	-0.90
Atomic LogP (AlogP)	-0.99
H-Bond Acceptor	9
H-Bond Donor	5
Rotatable Bonds	3

Synonyms

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FTIDKIAZUNXNCJ-WBYQCALVSA-

CHEBI:182640

NCGC00385793-01

(3aS,6R,6aR,8S,9aR,9bS)-6-hydroxy-6-methyl-3,9-dimethylidene-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]uran-2-one

InChI=1/C21H30O9/c1-8-10-4-5-21(3,27)11-6-12(9(2)14(11)18(10)30-19(8)26)28-20-17(25)16(24)15(23)13(7-22)29-20/h10-18,20,22-25,27H,1-2,4-7H2,3H3/t10-,11+,12-,13+,14-,15+,16-,17+,18-,20+,21+/m0/s1

NCGC00385793-01_C21H30O9_Azuleno[4,5-b]furan-2(3H)-one, 8-(beta-D-glucopyranosyloxy)decahydro-6-hydroxy-6-methyl-3,9-bis(methylene)-, (3aS,6R,6aR,8S,9aR,9bS)-

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	+	0.8291	82.91%
Caco-2	-	0.8218	82.18%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7336	73.36%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8075	80.75%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7716	77.16%
P-glycoprotein inhibitior	-	0.7680	76.80%
P-glycoprotein substrate	-	0.7354	73.54%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.9517	95.17%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.8589	85.89%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8347	83.47%
CYP2C8 inhibition	-	0.5682	56.82%
CYP inhibitory promiscuity	-	0.9389	93.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6705	67.05%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9323	93.23%
Skin irritation	-	0.6029	60.29%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6982	69.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4260	42.60%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8695	86.95%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7207	72.07%
Acute Oral Toxicity (c)	III	0.3783	37.83%
Estrogen receptor binding	+	0.6785	67.85%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	-	0.5073	50.73%
Glucocorticoid receptor binding	+	0.6198	61.98%
Aromatase binding	+	0.6281	62.81%
PPAR gamma	+	0.5910	59.10%
Honey bee toxicity	-	0.6968	69.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9446	94.46%

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.43%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	94.24%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.29%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.32%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.26%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.39%	99.23%
CHEMBL1871	P10275	Androgen Receptor	82.72%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.62%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.11%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	81.54%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.19%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.01%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.46%	98.95%

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.

Euryale ferox

Ixeridium dentatum subsp. dentatum

Taraxacum erythrospermum

Taraxacum platycarpum