Ortin-4alpha-ol 8-methyl ether

Details

• Internal ID: 9a075c72-61ea-4e2b-973c-e3f3cdd40651
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
• IUPAC Name: (2R,3S,4R)-2-(4-hydroxyphenyl)-8-methoxy-3,4-dihydro-2H-chromene-3,4,7-triol
• InChI: InChI=1S/C16H16O6/c1-21-16-11(18)7-6-10-12(19)13(20)14(22-15(10)16)8-2-4-9(17)5-3-8/h2-7,12-14,17-20H,1H3/t12-,13+,14-/m1/s1
• InChI Key: GTCSLCFHBRXPGV-HZSPNIEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• CHEBI:193444
• LMPK12020189
• (2R,3S,4R)-2-(4-hydroxyphenyl)-8-methoxy-3,4-dihydro-2H-chromene-3,4,7-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	-	0.7436	74.36%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7138	71.38%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9972	99.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8015	80.15%
P-glycoprotein inhibitior	-	0.8608	86.08%
P-glycoprotein substrate	-	0.8925	89.25%
CYP3A4 substrate	+	0.5399	53.99%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4488	44.88%
CYP3A4 inhibition	-	0.8040	80.40%
CYP2C9 inhibition	+	0.5673	56.73%
CYP2C19 inhibition	+	0.7403	74.03%
CYP2D6 inhibition	-	0.8597	85.97%
CYP1A2 inhibition	+	0.8841	88.41%
CYP2C8 inhibition	+	0.6447	64.47%
CYP inhibitory promiscuity	+	0.6946	69.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5110	51.10%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.5765	57.65%
Skin irritation	-	0.6145	61.45%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6464	64.64%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.6410	64.10%
Estrogen receptor binding	-	0.6269	62.69%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7498	74.98%
Glucocorticoid receptor binding	+	0.5649	56.49%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5708	57.08%
Honey bee toxicity	-	0.8648	86.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8421	84.21%

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	96.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.16%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.96%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.69%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.42%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	84.77%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	82.79%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.98%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.29%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.36%	93.56%

Plants that contains it

• Acacia cultriformis

Cross-Links

• PubChem: 44257146
• LOTUS: LTS0147267
• wikiData: Q76546209