(E)-3-[(2R,3R)-5-methoxy-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-en-1-ol

Details

• Internal ID: bddf3c1a-80cf-4547-a40a-a857b94dc71a
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: (E)-3-[(2R,3R)-5-methoxy-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,4-benzodioxin-7-yl]prop-2-en-1-ol
• InChI: InChI=1S/C22H26O7/c1-13-20(15-11-17(25-3)21(27-5)18(12-15)26-4)29-19-10-14(7-6-8-23)9-16(24-2)22(19)28-13/h6-7,9-13,20,23H,8H2,1-5H3/b7-6+/t13-,20+/m1/s1
• InChI Key: RGWQWUWITAFJJO-KOMIRPDLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9679	96.79%
Caco-2	+	0.8006	80.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6753	67.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8780	87.80%
P-glycoprotein inhibitior	+	0.8084	80.84%
P-glycoprotein substrate	-	0.8547	85.47%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	+	0.5929	59.29%
CYP2D6 substrate	-	0.6826	68.26%
CYP3A4 inhibition	+	0.5459	54.59%
CYP2C9 inhibition	-	0.7107	71.07%
CYP2C19 inhibition	+	0.6503	65.03%
CYP2D6 inhibition	-	0.8408	84.08%
CYP1A2 inhibition	-	0.6632	66.32%
CYP2C8 inhibition	+	0.5599	55.99%
CYP inhibitory promiscuity	+	0.8334	83.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6154	61.54%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8044	80.44%
Skin irritation	-	0.7926	79.26%
Skin corrosion	-	0.9720	97.20%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7953	79.53%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7341	73.41%
Acute Oral Toxicity (c)	II	0.5644	56.44%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	-	0.4944	49.44%
Thyroid receptor binding	+	0.7056	70.56%
Glucocorticoid receptor binding	+	0.6709	67.09%
Aromatase binding	-	0.6194	61.94%
PPAR gamma	+	0.6486	64.86%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8295	82.95%

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	96.11%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.90%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	85.74%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.89%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.53%	94.73%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.12%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.77%	86.92%

Plants that contains it

• Licaria chrysophylla

Cross-Links

• PubChem: 11475129
• LOTUS: LTS0097771
• wikiData: Q105236120