(2S)-6-(6-prop-1-ynyldithiin-3-yl)hexa-3,5-diyne-1,2-diol

Details

• Internal ID: 39318587-ebbf-4ab0-83c4-b1c38d7eabaf
• Taxonomy: Organoheterocyclic compounds > Dithiins
• IUPAC Name: (2S)-6-(6-prop-1-ynyldithiin-3-yl)hexa-3,5-diyne-1,2-diol
• SMILES (Canonical): CC#CC1=CC=C(SS1)C#CC#CC(CO)O
• SMILES (Isomeric): CC#CC1=CC=C(SS1)C#CC#C[C@@H](CO)O
• InChI: InChI=1S/C13H10O2S2/c1-2-5-12-8-9-13(17-16-12)7-4-3-6-11(15)10-14/h8-9,11,14-15H,10H2,1H3/t11-/m0/s1
• InChI Key: ZQSBNRZGWNQTIF-NSHDSACASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₂S₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.01222190 g/mol
• Topological Polar Surface Area (TPSA): 91.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	-	0.8391	83.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6402	64.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9595	95.95%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.8779	87.79%
CYP3A4 substrate	-	0.6303	63.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.6709	67.09%
CYP2C9 inhibition	-	0.6909	69.09%
CYP2C19 inhibition	-	0.6608	66.08%
CYP2D6 inhibition	-	0.8694	86.94%
CYP1A2 inhibition	-	0.6189	61.89%
CYP2C8 inhibition	-	0.8713	87.13%
CYP inhibitory promiscuity	-	0.5486	54.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6857	68.57%
Eye corrosion	-	0.9253	92.53%
Eye irritation	-	0.8910	89.10%
Skin irritation	-	0.6833	68.33%
Skin corrosion	-	0.8574	85.74%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5700	57.00%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.5950	59.50%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7897	78.97%
Acute Oral Toxicity (c)	III	0.5298	52.98%
Estrogen receptor binding	+	0.6592	65.92%
Androgen receptor binding	-	0.6011	60.11%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	+	0.7732	77.32%
Aromatase binding	+	0.7236	72.36%
PPAR gamma	+	0.7270	72.70%
Honey bee toxicity	-	0.9167	91.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8006	80.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	81.76%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.99%	97.29%

Plants that contains it

• Ambrosia chamissonis

Cross-Links

• PubChem: 162938006
• LOTUS: LTS0225549
• wikiData: Q105381699