Chenopodolan A

Details

• Internal ID: ebfd92f0-3fc0-4a44-9d12-706203ae6fcc
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (3R)-2-(3-methoxy-2,6-dimethyl-7aH-furo[2,3-b]pyran-4-yl)butane-2,3-diol
• SMILES (Canonical): CC1=CC(=C2C(O1)OC(=C2OC)C)C(C)(C(C)O)O
• SMILES (Isomeric): CC1=CC(=C2C(O1)OC(=C2OC)C)C(C)([C@@H](C)O)O
• InChI: InChI=1S/C14H20O5/c1-7-6-10(14(4,16)9(3)15)11-12(17-5)8(2)19-13(11)18-7/h6,9,13,15-16H,1-5H3/t9-,13?,14?/m1/s1
• InChI Key: NOLPEUNAHMQEOP-BZFQTPOWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9166	91.66%
Caco-2	+	0.5584	55.84%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8956	89.56%
P-glycoprotein inhibitior	-	0.9279	92.79%
P-glycoprotein substrate	-	0.7653	76.53%
CYP3A4 substrate	-	0.5171	51.71%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.7407	74.07%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	-	0.8074	80.74%
CYP2C8 inhibition	-	0.7256	72.56%
CYP inhibitory promiscuity	-	0.7075	70.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4876	48.76%
Eye corrosion	-	0.9742	97.42%
Eye irritation	-	0.6019	60.19%
Skin irritation	-	0.6469	64.69%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6881	68.81%
Human Ether-a-go-go-Related Gene inhibition	-	0.6395	63.95%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.4436	44.36%
Estrogen receptor binding	-	0.6343	63.43%
Androgen receptor binding	-	0.5903	59.03%
Thyroid receptor binding	+	0.6920	69.20%
Glucocorticoid receptor binding	-	0.5187	51.87%
Aromatase binding	-	0.6045	60.45%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.6584	65.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.07%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.91%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.28%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.20%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.17%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.23%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.09%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585719
• LOTUS: LTS0274955
• wikiData: Q77490139