Sistodiolynne

Details

• Internal ID: 90021de7-5639-489a-9b09-5743e856e8fb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1R,3S)-4-buta-1,3-diynylcyclopent-4-ene-1,3-diol
• SMILES (Canonical): C#CC#CC1=CC(CC1O)O
• SMILES (Isomeric): C#CC#CC1=C[C@@H](C[C@@H]1O)O
• InChI: InChI=1S/C9H8O2/c1-2-3-4-7-5-8(10)6-9(7)11/h1,5,8-11H,6H2/t8-,9-/m0/s1
• InChI Key: CJQQKSVOADEXIS-IUCAKERBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16 g/mol
• Exact Mass: 148.052429494 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (1R-cis)-Sistodiolynne
• (1R-cis) - Sistodiolynne
• 173933-41-0
• DTXSID301037417
• Q44081665

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	-	0.7831	78.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4358	43.58%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9572	95.72%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.9578	95.78%
P-glycoprotein inhibitior	-	0.9836	98.36%
P-glycoprotein substrate	-	0.9425	94.25%
CYP3A4 substrate	-	0.6299	62.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7451	74.51%
CYP3A4 inhibition	-	0.7988	79.88%
CYP2C9 inhibition	-	0.8351	83.51%
CYP2C19 inhibition	-	0.7283	72.83%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.7458	74.58%
CYP2C8 inhibition	-	0.8936	89.36%
CYP inhibitory promiscuity	-	0.5312	53.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7128	71.28%
Carcinogenicity (trinary)	Non-required	0.4996	49.96%
Eye corrosion	-	0.7821	78.21%
Eye irritation	-	0.5944	59.44%
Skin irritation	+	0.6110	61.10%
Skin corrosion	-	0.5363	53.63%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7334	73.34%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5450	54.50%
skin sensitisation	+	0.6640	66.40%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7211	72.11%
Acute Oral Toxicity (c)	II	0.4469	44.69%
Estrogen receptor binding	-	0.6836	68.36%
Androgen receptor binding	-	0.8076	80.76%
Thyroid receptor binding	-	0.6323	63.23%
Glucocorticoid receptor binding	-	0.5296	52.96%
Aromatase binding	-	0.8589	85.89%
PPAR gamma	-	0.7829	78.29%
Honey bee toxicity	-	0.8113	81.13%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	-	0.7107	71.07%

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	88.93%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.65%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.12%	96.09%

Plants that contains it

• Acmella ciliata

Cross-Links

• PubChem: 10909719
• LOTUS: LTS0233567
• wikiData: Q105251977