Magnograndiolide

Details

• Internal ID: 2713453c-0fec-4567-849c-b6cec2870547
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6R,6aR,9R,9aS,9bS)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1(CCC2C(C3C1CCC3(C)O)OC(=O)C2=C)O
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@@H]([C@@H]3[C@H]1CC[C@@]3(C)O)OC(=O)C2=C)O
• InChI: InChI=1S/C15H22O4/c1-8-9-4-6-14(2,17)10-5-7-15(3,18)11(10)12(9)19-13(8)16/h9-12,17-18H,1,4-7H2,2-3H3/t9-,10+,11-,12-,14+,15+/m0/s1
• InChI Key: VHFXPBHLQOPQHJ-ABBQYLIMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL2206436
• SCHEMBL18334098
• (3as,6r,6ar,9r,9as,9bs)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one
• 92618-98-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.6308	63.08%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.9786	97.86%
P-glycoprotein inhibitior	-	0.9133	91.33%
P-glycoprotein substrate	-	0.9170	91.70%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7344	73.44%
CYP2C9 inhibition	-	0.8281	82.81%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	+	0.6294	62.94%
CYP2C8 inhibition	-	0.7260	72.60%
CYP inhibitory promiscuity	-	0.9527	95.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5463	54.63%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8688	86.88%
Skin irritation	+	0.5404	54.04%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6001	60.01%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8235	82.35%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7250	72.50%
Acute Oral Toxicity (c)	II	0.3532	35.32%
Estrogen receptor binding	+	0.7832	78.32%
Androgen receptor binding	+	0.6593	65.93%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	-	0.6100	61.00%
PPAR gamma	-	0.6689	66.89%
Honey bee toxicity	-	0.8416	84.16%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.92%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.33%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.07%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.85%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.39%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.48%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	81.48%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.21%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%

Plants that contains it

• Aristolochia contorta
• Aristolochia debilis
• Aristolochia kaempferi
• Berberis amurensis
• Berberis fortunei
• Berberis japonica
• Berberis thunbergii
• Caltha palustris
• Coptis chinensis
• Coptis deltoidea
• Coptis teeta
• Croton cascarilloides
• Epimedium brevicornu
• Magnolia champaca
• Magnolia denudata
• Magnolia grandiflora
• Magnolia officinalis
• Phellodendron amurense
• Phellodendron chinense
• Sinomenium acutum
• Tanacetum argenteum
• Thalictrum foliolosum

Cross-Links

• PubChem: 5319198
• NPASS: NPC79549
• ChEMBL: CHEMBL2206436
• LOTUS: LTS0066291
• wikiData: Q105286403