Massarigenin A

Details

• Internal ID: d3c9a81c-359b-4377-b482-b3c06c37a6d0
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (4S,5S,6R,7S,10R)-4,6,7-trihydroxy-10-methyl-3-methylidene-2-oxaspiro[4.5]dec-8-en-1-one
• SMILES (Canonical): CC1C=CC(C(C12C(C(=C)OC2=O)O)O)O
• SMILES (Isomeric): C[C@@H]1C=C[C@@H]([C@@H]([C@]12[C@@H](C(=C)OC2=O)O)O)O
• InChI: InChI=1S/C11H14O5/c1-5-3-4-7(12)9(14)11(5)8(13)6(2)16-10(11)15/h3-5,7-9,12-14H,2H2,1H3/t5-,7+,8-,9+,11-/m1/s1
• InChI Key: VYTPSQHQAWGKGW-SAFKVGCYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL504486
• (4S,5S,6R,7S,10R)-4,6,7-trihydroxy-10-methyl-3-methylidene-2-oxaspiro[4.5]dec-8-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8648	86.48%
Caco-2	-	0.7927	79.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5588	55.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9341	93.41%
P-glycoprotein inhibitior	-	0.9539	95.39%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	-	0.5421	54.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.8456	84.56%
CYP2C9 inhibition	-	0.9359	93.59%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	-	0.9620	96.20%
CYP inhibitory promiscuity	-	0.8605	86.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5129	51.29%
Eye corrosion	-	0.9484	94.84%
Eye irritation	-	0.7472	74.72%
Skin irritation	+	0.5070	50.70%
Skin corrosion	-	0.8205	82.05%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8928	89.28%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.6589	65.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6027	60.27%
Acute Oral Toxicity (c)	III	0.4709	47.09%
Estrogen receptor binding	-	0.6924	69.24%
Androgen receptor binding	-	0.6382	63.82%
Thyroid receptor binding	-	0.6297	62.97%
Glucocorticoid receptor binding	-	0.7775	77.75%
Aromatase binding	-	0.7767	77.67%
PPAR gamma	+	0.5357	53.57%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9058	90.58%

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	91.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.84%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 637134
• LOTUS: LTS0121279
• wikiData: Q105152325