2-(hydroxymethyl)-6-[[9-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 288613d1-2443-499a-affe-93dcc1047267
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 2-(hydroxymethyl)-6-[[9-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3COC4=C(C3O2)C=CC(=C4OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3COC4=C(C3O2)C=CC(=C4OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C28H34O15/c1-37-10-2-3-11-13-9-38-25-12(24(13)39-15(11)6-10)4-5-14(40-27-22(35)20(33)18(31)16(7-29)41-27)26(25)43-28-23(36)21(34)19(32)17(8-30)42-28/h2-6,13,16-24,27-36H,7-9H2,1H3
• InChI Key: NOKSTFUQCDSHFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₅
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.18977037 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.34
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5794	57.94%
Caco-2	-	0.8964	89.64%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5664	56.64%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4568	45.68%
P-glycoprotein inhibitior	-	0.5803	58.03%
P-glycoprotein substrate	-	0.6587	65.87%
CYP3A4 substrate	+	0.6236	62.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7727	77.27%
CYP3A4 inhibition	-	0.9089	90.89%
CYP2C9 inhibition	-	0.8398	83.98%
CYP2C19 inhibition	-	0.6933	69.33%
CYP2D6 inhibition	-	0.8503	85.03%
CYP1A2 inhibition	-	0.8411	84.11%
CYP2C8 inhibition	+	0.5894	58.94%
CYP inhibitory promiscuity	-	0.5318	53.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4997	49.97%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.8300	83.00%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8081	80.81%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	III	0.7360	73.60%
Estrogen receptor binding	+	0.7798	77.98%
Androgen receptor binding	+	0.5896	58.96%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	-	0.5618	56.18%
Aromatase binding	+	0.5506	55.06%
PPAR gamma	+	0.6487	64.87%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	-	0.3968	39.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.42%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.37%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.06%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.36%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.25%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.71%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.58%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.41%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.28%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.68%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.60%	94.80%
CHEMBL1907	P15144	Aminopeptidase N	80.78%	93.31%

Plants that contains it

• Ononis vaginalis

Cross-Links

• PubChem: 72959747
• LOTUS: LTS0227704
• wikiData: Q105182611