alpha-Dehydrobiotin

Details

• Internal ID: ea0d226b-4405-472d-b845-40de4ac8cf31
• Taxonomy: Organoheterocyclic compounds > Thienoimidazolidines
• IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pent-2-enoic acid
• SMILES (Canonical): C1C2C(C(S1)CCC=CC(=O)O)NC(=O)N2
• SMILES (Isomeric): C1[C@H]2[C@@H]([C@@H](S1)CCC=CC(=O)O)NC(=O)N2
• InChI: InChI=1S/C10H14N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h2,4,6-7,9H,1,3,5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
• InChI Key: NZERRTYPTPRCIR-ZKWXMUAHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄N₂O₃S
• Molecular Weight: 242.30 g/mol
• Exact Mass: 242.07251349 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	-	0.8147	81.47%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7478	74.78%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8666	86.66%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.8746	87.46%
CYP3A4 substrate	-	0.5741	57.41%
CYP2C9 substrate	+	0.8095	80.95%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.7789	77.89%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	-	0.9001	90.01%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9907	99.07%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5720	57.20%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5229	52.29%
skin sensitisation	-	0.8671	86.71%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6352	63.52%
Acute Oral Toxicity (c)	III	0.6635	66.35%
Estrogen receptor binding	-	0.6887	68.87%
Androgen receptor binding	-	0.6582	65.82%
Thyroid receptor binding	-	0.7752	77.52%
Glucocorticoid receptor binding	-	0.5848	58.48%
Aromatase binding	-	0.6265	62.65%
PPAR gamma	-	0.5326	53.26%
Honey bee toxicity	-	0.9323	93.23%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8397	83.97%

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	92.42%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.65%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.23%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.13%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25449
• LOTUS: LTS0145378
• wikiData: Q77385055