Speciosin B

Details

• Internal ID: 74e90703-a7d5-4edf-bfd3-6b2ad233621c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,5S,6R)-5-hydroxy-1-[2-(oxiran-2-yl)ethynyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): C1C(O1)C#CC23C(O2)C(C=CC3=O)O
• SMILES (Isomeric): C1C(O1)C#C[C@]23[C@H](O2)[C@H](C=CC3=O)O
• InChI: InChI=1S/C10H8O4/c11-7-1-2-8(12)10(9(7)14-10)4-3-6-5-13-6/h1-2,6-7,9,11H,5H2/t6?,7-,9+,10-/m0/s1
• InChI Key: NMVKRQSNUNLTPY-BYQWJPFDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17 g/mol
• Exact Mass: 192.04225873 g/mol
• Topological Polar Surface Area (TPSA): 62.40 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9591	95.91%
Caco-2	-	0.5626	56.26%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6559	65.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9284	92.84%
P-glycoprotein inhibitior	-	0.9643	96.43%
P-glycoprotein substrate	-	0.8328	83.28%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8588	85.88%
CYP2C9 inhibition	-	0.9454	94.54%
CYP2C19 inhibition	-	0.8712	87.12%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8560	85.60%
CYP2C8 inhibition	-	0.9663	96.63%
CYP inhibitory promiscuity	-	0.9354	93.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	-	0.9391	93.91%
Eye irritation	-	0.9236	92.36%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8737	87.37%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7586	75.86%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.6219	62.19%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5525	55.25%
Acute Oral Toxicity (c)	II	0.3086	30.86%
Estrogen receptor binding	-	0.8543	85.43%
Androgen receptor binding	-	0.6504	65.04%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	+	0.6896	68.96%
Aromatase binding	-	0.5660	56.60%
PPAR gamma	-	0.6117	61.17%
Honey bee toxicity	-	0.8310	83.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4252	42.52%

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	96.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.29%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.67%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.62%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.34%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.92%	90.71%
CHEMBL1871	P10275	Androgen Receptor	80.81%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44255327
• LOTUS: LTS0160722
• wikiData: Q77420513