Depdecin

Details

• Internal ID: 23f62bb8-5009-4013-a762-2dc6f9d652e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1R)-1-[(2S,3S)-3-[(E)-2-[(2S,3S)-3-[(1R)-1-hydroxyprop-2-enyl]oxiran-2-yl]ethenyl]oxiran-2-yl]ethane-1,2-diol
• SMILES (Canonical): C=CC(C1C(O1)C=CC2C(O2)C(CO)O)O
• SMILES (Isomeric): C=C[C@H]([C@H]1[C@@H](O1)/C=C/[C@H]2[C@@H](O2)[C@@H](CO)O)O
• InChI: InChI=1S/C11H16O5/c1-2-6(13)10-8(15-10)3-4-9-11(16-9)7(14)5-12/h2-4,6-14H,1,5H2/b4-3+/t6-,7-,8+,9+,10+,11+/m1/s1
• InChI Key: WWAQOPQUSWZTHG-SHEFQFEDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 85.80 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 2R,9R-dihydroxy-3S,4S,7S,8S-diepoxy-5E,10-undecadien-1-ol
• 2R,9R-dihydroxy-3S,4S,7S,8S-diepoxy-undeca-5E,19-dien-1-ol
• (2R,3S,4S,5E,7S,8S,9R)-2,9-dihydroxy-3,4,7,8-diepoxy-undeca-5,10-diene
• CHEBI:73749
• LMFA05000013
• (1R)-1-[(2S,3S)-3-[(E)-2-[(2S,3S)-3-[(1R)-1-hydroxyprop-2-enyl]oxiran-2-yl]ethenyl]oxiran-2-yl]ethane-1,2-diol
• Q27144083
• (1S,3E,6S)-1,2:5,6-dianhydro-3,4-dideoxy-1-[(1R)-1,2-dihydroxyethyl]-6-[(1R)-1-hydroxyprop-2-en-1-yl]-D-threo-hex-3-enitol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7434	74.34%
Caco-2	-	0.6988	69.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5579	55.79%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9551	95.51%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	-	0.6204	62.04%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7841	78.41%
CYP3A4 inhibition	-	0.8664	86.64%
CYP2C9 inhibition	-	0.9093	90.93%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	-	0.9236	92.36%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.7036	70.36%
Eye corrosion	-	0.9440	94.40%
Eye irritation	-	0.9294	92.94%
Skin irritation	-	0.5823	58.23%
Skin corrosion	-	0.7856	78.56%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5573	55.73%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4763	47.63%
Acute Oral Toxicity (c)	III	0.4503	45.03%
Estrogen receptor binding	-	0.5586	55.86%
Androgen receptor binding	-	0.8640	86.40%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6038	60.38%
Aromatase binding	-	0.4877	48.77%
PPAR gamma	+	0.6420	64.20%
Honey bee toxicity	-	0.6986	69.86%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8134	81.34%
Fish aquatic toxicity	-	0.8482	84.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.43%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.67%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.61%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.15%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.28%	92.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5283267
• LOTUS: LTS0268405
• wikiData: Q27144083