Depudecin

Details

• Internal ID: 5185a8c6-aa45-4f9b-8c06-a6c076d0f1f5
• 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-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol
• InChI: InChI=1S/C11H16O4/c1-3-7(13)11-9(15-11)5-4-8-10(14-8)6(2)12/h3-13H,1H2,2H3/b5-4+/t6-,7-,8+,9+,10+,11+/m1/s1
• InChI Key: DLVJMFOLJOOWFS-INMLLLKOSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24 g/mol
• Exact Mass: 212.10485899 g/mol
• Topological Polar Surface Area (TPSA): 65.50 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 139508-73-9
• CHEBI:64143
• DTXSID201017129
• (1R)-1-{(2S,3S)-3-[(E)-2-{(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl}ethenyl]oxiran-2-yl}prop-2-en-1-ol
• Oxiranemethanol, alpha-ethenyl-3-(2-(3-(1-hydroxyethyl)oxiranyl)ethenyl)-, (2S-(2R*(E(2R*(S*),3R*)),3R*(S*)))-
• (1R)-1-((2S,3S)-3-((E)-2-((2S,3S)-3-((1R)-1-hydroxyethyl)oxiran-2-yl)ethenyl)oxiran-2-yl)prop-2-en-1-ol
• (1R)-1-[(2S,3S)-3-[(E)-2-[(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl]ethenyl]oxiran-2-yl]prop-2-en-1-ol
• RefChem:132042
• GlyTouCan:G16469PO
• DTXCID701765276
• G16469PO
• (2R,3S,4S,5E,7S,8S,9R)-2,9-Dihydroxy-3,4;7,8-diepoxy-undeca-5,10-diene
• (1R)-1-((2S,3S)-3-((E)-2-((2S,3S)-3-((1R)-1-hydroxyethyl)oxiran-2-yl)ethenyl)oxiran-2-yl)prop-2-en-1-ol;(1S,3E,6S)-1,2:5,6-dianhydro-3,4-dideoxy-1-((1R)-1-hydroxyethyl)-6-((1R)-1-hydroxyprop-2-en-1-yl)-D-threo-hex-3-enitol
• (2S-(2R*(E(2R*(S*),3R*)),3R*(S*)))-alpha-Ethenyl-3-(2-(3-(1-hydroxyethyl)oxiranyl)ethenyl)oxiranemethanol
• Oxiranemethanol, Alpha-ethenyl-3-(2-(3-(1-hydroxyethyl) oxiranyl)ethenyl)-, (2S-(2R*(E(2R*(S*),3R*)),3R*(S*)))-
• (-)-Depudecin
• 4,5:8,9-Dianhydro-1,2,6,7,11-pentadeoxy-D-threo-D-ido-undeca-1,6-dienitol
• (1S,3E,6S)-1,2:5,6-dianhydro-3,4-dideoxy-1-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxyprop-2-en-1-yl]-D-threo-hex-3-enitol
• HDInhib_000060
• orb1738702
• SCHEMBL1248372
• AKOS025294472
• SMP2_000165
• HY-135476
• CS-0113179
• (-)-Depudecin, >95% (HPLC), from microbial
• Q27133063
• (6E)-4,5:8,9-Dianhydro-1,2,6,7,11-pentadeoxy-D-threo-D-ido-undeca-1,6-dienitol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8628	86.28%
Caco-2	+	0.5210	52.10%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9675	96.75%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.9480	94.80%
CYP3A4 substrate	-	0.6197	61.97%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7743	77.43%
CYP3A4 inhibition	-	0.9042	90.42%
CYP2C9 inhibition	-	0.8379	83.79%
CYP2C19 inhibition	-	0.7507	75.07%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.7649	76.49%
CYP2C8 inhibition	-	0.9614	96.14%
CYP inhibitory promiscuity	-	0.8224	82.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6828	68.28%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.8622	86.22%
Eye irritation	-	0.9548	95.48%
Skin irritation	+	0.5419	54.19%
Skin corrosion	-	0.6863	68.63%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6321	63.21%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6660	66.60%
skin sensitisation	-	0.5654	56.54%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5143	51.43%
Acute Oral Toxicity (c)	III	0.3695	36.95%
Estrogen receptor binding	-	0.6500	65.00%
Androgen receptor binding	-	0.9110	91.10%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5898	58.98%
PPAR gamma	+	0.5729	57.29%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	87.06%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.15%	83.57%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.84%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16219259
• LOTUS: LTS0168253
• wikiData: Q27133063