Ixerisoside D

Details

• Internal ID: 063d0750-cc07-4070-9709-b5574585be8a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,5R,6aR,9aR,9bS)-3,6,9-trimethylidene-5-[(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): C=C1CCC2C1C3C(CC(C2=C)OC4C(C(C(C(O4)CO)O)O)O)C(=C)C(=O)O3
• SMILES (Isomeric): C=C1CC[C@@H]2[C@H]1[C@@H]3[C@@H](C[C@H](C2=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=C)C(=O)O3
• InChI: InChI=1S/C21H28O8/c1-8-4-5-11-9(2)13(6-12-10(3)20(26)29-19(12)15(8)11)27-21-18(25)17(24)16(23)14(7-22)28-21/h11-19,21-25H,1-7H2/t11-,12-,13+,14+,15-,16+,17-,18+,19-,21+/m0/s1
• InChI Key: NFPFDUCKBQMYPB-KBPZUBEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₈
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.17841785 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6018	60.18%
Caco-2	-	0.8268	82.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7489	74.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8420	84.20%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7843	78.43%
P-glycoprotein inhibitior	-	0.8000	80.00%
P-glycoprotein substrate	-	0.8057	80.57%
CYP3A4 substrate	+	0.6146	61.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.9312	93.12%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.8179	81.79%
CYP2D6 inhibition	-	0.8817	88.17%
CYP1A2 inhibition	-	0.8171	81.71%
CYP2C8 inhibition	-	0.6659	66.59%
CYP inhibitory promiscuity	-	0.8867	88.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7515	75.15%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8707	87.07%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6282	62.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.5977	59.77%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8450	84.50%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5425	54.25%
Acute Oral Toxicity (c)	III	0.4153	41.53%
Estrogen receptor binding	+	0.6738	67.38%
Androgen receptor binding	+	0.5776	57.76%
Thyroid receptor binding	+	0.5917	59.17%
Glucocorticoid receptor binding	+	0.6094	60.94%
Aromatase binding	+	0.6985	69.85%
PPAR gamma	+	0.5562	55.62%
Honey bee toxicity	-	0.6380	63.80%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7002	70.02%

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	97.09%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.87%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.15%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	84.82%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.45%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.58%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.38%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.11%	99.23%

Plants that contains it

• Agathosma scaberula
• Balanophora harlandii
• Cichorium endivia
• Cichorium intybus
• Euphorbia nicaeensis
• Ixeris repens
• Launaea arborescens
• Lupinus cosentinii
• Polemonium caeruleum
• Scorzonera hispanica
• Strychnos ledermannii
• Viburnum davidii

Cross-Links

• PubChem: 101589321
• NPASS: NPC35342
• LOTUS: LTS0144268
• wikiData: Q105178606