[(3aS,4R,9aS)-4-(1,3-benzodioxol-5-yl)-5,6,7-trimethoxy-3-oxo-1,4,9,9a-tetrahydrobenzo[f][2]benzofuran-3a-yl] acetate

Details

• Internal ID: 3a2243ee-e75f-443b-b440-ef0e2cf768f2
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: [(3aS,4R,9aS)-4-(1,3-benzodioxol-5-yl)-5,6,7-trimethoxy-3-oxo-1,4,9,9a-tetrahydrobenzo[f][2]benzofuran-3a-yl] acetate
• SMILES (Canonical): CC(=O)OC12C(CC3=CC(=C(C(=C3C1C4=CC5=C(C=C4)OCO5)OC)OC)OC)COC2=O
• SMILES (Isomeric): CC(=O)O[C@]12[C@@H](CC3=CC(=C(C(=C3[C@H]1C4=CC5=C(C=C4)OCO5)OC)OC)OC)COC2=O
• InChI: InChI=1S/C24H24O9/c1-12(25)33-24-15(10-30-23(24)26)7-14-9-18(27-2)21(28-3)22(29-4)19(14)20(24)13-5-6-16-17(8-13)32-11-31-16/h5-6,8-9,15,20H,7,10-11H2,1-4H3/t15-,20+,24+/m0/s1
• InChI Key: SEMJADKBFZYYKQ-PFTWBPNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₉
• Molecular Weight: 456.40 g/mol
• Exact Mass: 456.14203234 g/mol
• Topological Polar Surface Area (TPSA): 98.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.5944	59.44%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9649	96.49%
P-glycoprotein inhibitior	+	0.8615	86.15%
P-glycoprotein substrate	-	0.7254	72.54%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	+	0.8751	87.51%
CYP2C9 inhibition	+	0.7962	79.62%
CYP2C19 inhibition	+	0.7353	73.53%
CYP2D6 inhibition	-	0.8692	86.92%
CYP1A2 inhibition	-	0.9021	90.21%
CYP2C8 inhibition	-	0.6580	65.80%
CYP inhibitory promiscuity	+	0.8025	80.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.3763	37.63%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8913	89.13%
Skin irritation	-	0.8412	84.12%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6812	68.12%
Micronuclear	+	0.7474	74.74%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7055	70.55%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.6387	63.87%
Estrogen receptor binding	+	0.8967	89.67%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.8970	89.70%
Aromatase binding	-	0.5479	54.79%
PPAR gamma	+	0.7994	79.94%
Honey bee toxicity	-	0.7619	76.19%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5101	51.01%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.19%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.10%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.97%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.25%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.57%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.40%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.52%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.75%	89.00%
CHEMBL261	P00915	Carbonic anhydrase I	87.22%	96.76%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.32%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.56%	91.19%
CHEMBL2535	P11166	Glucose transporter	84.94%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.59%	99.17%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.70%	82.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.98%	100.00%

Plants that contains it

• Commiphora erlangeriana

Cross-Links

• PubChem: 162851490
• LOTUS: LTS0163592
• wikiData: Q105251279