(4S,5S)-5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-1,3-benzodioxol-5-yl]-4-methyl-3-methylideneoxolan-2-one

Details

• Internal ID: 27046f6d-4606-4581-b2fd-338476bb9a94
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (4S,5S)-5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-1,3-benzodioxol-5-yl]-4-methyl-3-methylideneoxolan-2-one
• SMILES (Canonical): CC1C(OC(=O)C1=C)C2=CC3=C(C(=C2C4=CC(=C(C(=C4)OC)OC)OC)OC)OCO3
• SMILES (Isomeric): C[C@@H]1[C@H](OC(=O)C1=C)C2=CC3=C(C(=C2C4=CC(=C(C(=C4)OC)OC)OC)OC)OCO3
• InChI: InChI=1S/C23H24O8/c1-11-12(2)23(24)31-19(11)14-9-17-21(30-10-29-17)22(28-6)18(14)13-7-15(25-3)20(27-5)16(8-13)26-4/h7-9,11,19H,2,10H2,1,3-6H3/t11-,19-/m0/s1
• InChI Key: UQQMMVMPGYVIJP-WLRWDXFRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.14711772 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7377	73.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9364	93.64%
P-glycoprotein inhibitior	+	0.7922	79.22%
P-glycoprotein substrate	-	0.8811	88.11%
CYP3A4 substrate	+	0.5943	59.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	+	0.9686	96.86%
CYP2C9 inhibition	+	0.8225	82.25%
CYP2C19 inhibition	+	0.9544	95.44%
CYP2D6 inhibition	-	0.7564	75.64%
CYP1A2 inhibition	+	0.5224	52.24%
CYP2C8 inhibition	+	0.4549	45.49%
CYP inhibitory promiscuity	+	0.9660	96.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.7678	76.78%
Skin irritation	-	0.7806	78.06%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.5582	55.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3895	38.95%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.5818	58.18%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5268	52.68%
Acute Oral Toxicity (c)	III	0.4184	41.84%
Estrogen receptor binding	+	0.8899	88.99%
Androgen receptor binding	-	0.5860	58.60%
Thyroid receptor binding	+	0.7999	79.99%
Glucocorticoid receptor binding	+	0.9086	90.86%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7190	71.90%
Honey bee toxicity	-	0.6812	68.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	95.58%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.03%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.55%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.73%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.60%	80.96%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.68%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.20%	82.67%
CHEMBL4302	P08183	P-glycoprotein 1	87.15%	92.98%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.25%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.13%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.83%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.18%	94.80%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.17%	92.38%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.56%	96.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.09%	96.86%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.95%	94.03%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	80.28%	82.50%

Plants that contains it

• Eupomatia bennettii

Cross-Links

• PubChem: 101448806
• LOTUS: LTS0035306
• wikiData: Q105277401