(1S,4S,9S)-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-4,9-diol

Details

• Internal ID: 794c31bb-6f01-40d2-aff4-353e37951828
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1S,4S,9S)-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-4,9-diol
• SMILES (Canonical): C1C2C=CC3(C2C(OC3)OC1O)O
• SMILES (Isomeric): C1[C@H](O[C@H]2C3C1C=C[C@]3(CO2)O)O
• InChI: InChI=1S/C9H12O4/c10-6-3-5-1-2-9(11)4-12-8(13-6)7(5)9/h1-2,5-8,10-11H,3-4H2/t5?,6-,7?,8-,9+/m0/s1
• InChI Key: PPHXVCMGTMHJDG-KFQANKFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9178	91.78%
Caco-2	-	0.5328	53.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6061	60.61%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9604	96.04%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.8180	81.80%
CYP3A4 substrate	-	0.5143	51.43%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.9655	96.55%
CYP2C9 inhibition	-	0.9565	95.65%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	-	0.9042	90.42%
CYP2C8 inhibition	-	0.8919	89.19%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5076	50.76%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.8773	87.73%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7492	74.92%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5457	54.57%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5652	56.52%
Acute Oral Toxicity (c)	III	0.4384	43.84%
Estrogen receptor binding	-	0.8331	83.31%
Androgen receptor binding	-	0.7036	70.36%
Thyroid receptor binding	-	0.6780	67.80%
Glucocorticoid receptor binding	-	0.6480	64.80%
Aromatase binding	-	0.8387	83.87%
PPAR gamma	-	0.7005	70.05%
Honey bee toxicity	-	0.7562	75.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.7552	75.52%

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	93.61%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.74%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.45%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.38%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.34%	80.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.19%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.99%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.28%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.00%	90.00%

Plants that contains it

• Pedicularis artselaeri

Cross-Links

• PubChem: 100930978
• LOTUS: LTS0254786
• wikiData: Q105212910