Monascuspirolide B

Details

• Internal ID: f6535450-9814-4291-bc83-df59facb2104
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (7R,8R)-7,8-dihydroxy-3,6',8-trimethylspiro[3,4,6,7-tetrahydrobenzo[g]isochromene-1,2'-oxane]-4',9-dione
• InChI: InChI=1S/C20H24O6/c1-10-4-13-6-12-7-17(22)19(3,24)18(23)15(12)8-16(13)20(25-10)9-14(21)5-11(2)26-20/h6,8,10-11,17,22,24H,4-5,7,9H2,1-3H3/t10?,11?,17-,19-,20?/m1/s1
• InChI Key: XTKADYALXVCBGX-NLHKBIBISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9285	92.85%
Caco-2	+	0.5645	56.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6460	64.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.8791	87.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5449	54.49%
P-glycoprotein inhibitior	-	0.7292	72.92%
P-glycoprotein substrate	-	0.6264	62.64%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8318	83.18%
CYP3A4 inhibition	-	0.9195	91.95%
CYP2C9 inhibition	-	0.9723	97.23%
CYP2C19 inhibition	-	0.9665	96.65%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.6778	67.78%
CYP2C8 inhibition	-	0.9096	90.96%
CYP inhibitory promiscuity	-	0.9957	99.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8540	85.40%
Skin irritation	-	0.6481	64.81%
Skin corrosion	-	0.8995	89.95%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6886	68.86%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4741	47.41%
Acute Oral Toxicity (c)	III	0.4785	47.85%
Estrogen receptor binding	+	0.7079	70.79%
Androgen receptor binding	-	0.4945	49.45%
Thyroid receptor binding	+	0.6709	67.09%
Glucocorticoid receptor binding	+	0.8268	82.68%
Aromatase binding	+	0.6210	62.10%
PPAR gamma	+	0.7286	72.86%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9575	95.75%

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	96.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.15%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.75%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.41%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.24%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.98%	91.19%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.80%	85.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.49%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.80%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	80.76%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682497
• LOTUS: LTS0085299
• wikiData: Q105341616