[3,4,5-Trihydroxy-6-(5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yloxy)oxan-2-yl]methyl acetate

Details

• Internal ID: 974a7ad4-c6ba-4fb5-b590-d60ed742e20d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: [3,4,5-trihydroxy-6-(5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yloxy)oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C4C(CO3)C5=CC6=C(C=C5O4)OCO6)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C4C(CO3)C5=CC6=C(C=C5O4)OCO6)O)O)O
• InChI: InChI=1S/C24H24O11/c1-10(25)29-8-19-20(26)21(27)22(28)24(35-19)33-11-2-3-12-15(4-11)30-7-14-13-5-17-18(32-9-31-17)6-16(13)34-23(12)14/h2-6,14,19-24,26-28H,7-9H2,1H3
• InChI Key: VSTCVIKTKRJCOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₁
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.13186158 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7050	70.50%
Caco-2	-	0.8451	84.51%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6795	67.95%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9075	90.75%
P-glycoprotein inhibitior	+	0.5945	59.45%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6878	68.78%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.6575	65.75%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	-	0.8077	80.77%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9349	93.49%
Skin irritation	-	0.7909	79.09%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7136	71.36%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.8194	81.94%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7176	71.76%
Acute Oral Toxicity (c)	III	0.6911	69.11%
Estrogen receptor binding	+	0.8185	81.85%
Androgen receptor binding	+	0.5771	57.71%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	-	0.5115	51.15%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9341	93.41%

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	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.18%	94.80%
CHEMBL2039	P27338	Monoamine oxidase B	96.99%	92.51%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.96%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.85%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.32%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	92.16%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.71%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.56%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.15%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.87%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.68%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.49%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.32%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.90%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.64%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.02%	96.00%

Plants that contains it

• Cicer judaicum

Cross-Links

• PubChem: 74977389
• LOTUS: LTS0177550
• wikiData: Q105292482