(3R,4S,4aR,5S,8aS)-4,4a,8a-trihydroxy-5-methoxy-4-methyl-3-(3-methylbut-2-enyl)-3,5,7,8-tetrahydro-1H-isochromen-6-one

Details

• Internal ID: 428dee9f-a8d7-4ba2-836f-7ac9e60961b3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,4S,4aR,5S,8aS)-4,4a,8a-trihydroxy-5-methoxy-4-methyl-3-(3-methylbut-2-enyl)-3,5,7,8-tetrahydro-1H-isochromen-6-one
• InChI: InChI=1S/C16H26O6/c1-10(2)5-6-12-14(3,18)16(20)13(21-4)11(17)7-8-15(16,19)9-22-12/h5,12-13,18-20H,6-9H2,1-4H3/t12-,13-,14+,15+,16+/m1/s1
• InChI Key: OXKJLRMBXHKNLI-OWYFMNJBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₆
• Molecular Weight: 314.37 g/mol
• Exact Mass: 314.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8788	87.88%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.4938	49.38%
P-glycoprotein inhibitior	-	0.8232	82.32%
P-glycoprotein substrate	-	0.8068	80.68%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.8869	88.69%
CYP2C9 inhibition	-	0.7913	79.13%
CYP2C19 inhibition	-	0.7612	76.12%
CYP2D6 inhibition	-	0.8737	87.37%
CYP1A2 inhibition	-	0.7014	70.14%
CYP2C8 inhibition	-	0.8561	85.61%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.6580	65.80%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6084	60.84%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5432	54.32%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5963	59.63%
Acute Oral Toxicity (c)	III	0.6600	66.00%
Estrogen receptor binding	+	0.7572	75.72%
Androgen receptor binding	+	0.5477	54.77%
Thyroid receptor binding	+	0.6249	62.49%
Glucocorticoid receptor binding	-	0.5613	56.13%
Aromatase binding	-	0.5301	53.01%
PPAR gamma	-	0.4911	49.11%
Honey bee toxicity	-	0.6117	61.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7493	74.93%

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	98.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.59%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.29%	97.28%
CHEMBL1937	Q92769	Histone deacetylase 2	85.45%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	82.04%	97.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.89%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.03%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10425784
• LOTUS: LTS0273140
• wikiData: Q105202751