(3S,3aS,6S,6aR)-3-(3,4-dihydroxyphenyl)-6-(3,4,5-trihydroxyphenyl)-3,3a,6,6a-tetrahydro-1H-furo[3,4-c]furan-4-one

Details

• Internal ID: 0cdb70fc-6aca-4382-aed4-932efa58a6f3
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: (3S,3aS,6S,6aR)-3-(3,4-dihydroxyphenyl)-6-(3,4,5-trihydroxyphenyl)-3,3a,6,6a-tetrahydro-1H-furo[3,4-c]furan-4-one
• InChI: InChI=1S/C18H16O8/c19-10-2-1-7(3-11(10)20)17-14-9(6-25-17)16(26-18(14)24)8-4-12(21)15(23)13(22)5-8/h1-5,9,14,16-17,19-23H,6H2/t9-,14-,16+,17+/m0/s1
• InChI Key: DTZCVRFYONZFRA-ZLHYMXRASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	-	0.6847	68.47%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7111	71.11%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.8208	82.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5893	58.93%
P-glycoprotein inhibitior	-	0.7424	74.24%
P-glycoprotein substrate	-	0.9127	91.27%
CYP3A4 substrate	-	0.5158	51.58%
CYP2C9 substrate	+	0.5986	59.86%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.6464	64.64%
CYP2C9 inhibition	-	0.6453	64.53%
CYP2C19 inhibition	-	0.8203	82.03%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.5059	50.59%
CYP2C8 inhibition	-	0.6669	66.69%
CYP inhibitory promiscuity	-	0.5209	52.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.7313	73.13%
Skin irritation	-	0.6158	61.58%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	+	0.6063	60.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8674	86.74%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7728	77.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8281	82.81%
Acute Oral Toxicity (c)	III	0.3984	39.84%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.7745	77.45%
Thyroid receptor binding	+	0.6765	67.65%
Glucocorticoid receptor binding	+	0.6913	69.13%
Aromatase binding	-	0.6701	67.01%
PPAR gamma	+	0.7098	70.98%
Honey bee toxicity	-	0.8257	82.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9729	97.29%

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	99.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.35%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.85%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.58%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.36%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%

Plants that contains it

• Syzygium cumini

Cross-Links

• PubChem: 163014479
• LOTUS: LTS0241203
• wikiData: Q104989097