(3R,4R,5S)-3,4-bis(1,3-benzodioxol-5-ylmethyl)-5-(hydroxymethyl)oxolan-2-one

Details

• Internal ID: 28d52fa9-029b-4b6b-9c1a-1360b73ff28e
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
• IUPAC Name: (3R,4R,5S)-3,4-bis(1,3-benzodioxol-5-ylmethyl)-5-(hydroxymethyl)oxolan-2-one
• InChI: InChI=1S/C21H20O7/c22-9-20-14(5-12-1-3-16-18(7-12)26-10-24-16)15(21(23)28-20)6-13-2-4-17-19(8-13)27-11-25-17/h1-4,7-8,14-15,20,22H,5-6,9-11H2/t14-,15-,20-/m1/s1
• InChI Key: ORMBJJWNRAOORJ-STXHMFSFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.6111	61.11%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8120	81.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	-	0.4483	44.83%
P-glycoprotein substrate	-	0.9085	90.85%
CYP3A4 substrate	-	0.5768	57.68%
CYP2C9 substrate	+	0.5986	59.86%
CYP2D6 substrate	-	0.8042	80.42%
CYP3A4 inhibition	+	0.6662	66.62%
CYP2C9 inhibition	-	0.6305	63.05%
CYP2C19 inhibition	+	0.5577	55.77%
CYP2D6 inhibition	-	0.6837	68.37%
CYP1A2 inhibition	-	0.5182	51.82%
CYP2C8 inhibition	-	0.9272	92.72%
CYP inhibitory promiscuity	+	0.5265	52.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4681	46.81%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8253	82.53%
Skin irritation	-	0.7293	72.93%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4385	43.85%
Micronuclear	+	0.5318	53.18%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4656	46.56%
Acute Oral Toxicity (c)	III	0.4885	48.85%
Estrogen receptor binding	+	0.8871	88.71%
Androgen receptor binding	+	0.7841	78.41%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5671	56.71%
Aromatase binding	+	0.5348	53.48%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.8104	81.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9669	96.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.20%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.46%	94.80%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.25%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.88%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.09%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162984184
• LOTUS: LTS0168882
• wikiData: Q105369627