[(1S,2S,4S,5S,6R,10S)-10-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] benzoate

Details

• Internal ID: eaddc736-bd3f-4cd8-adda-46d887e5a73f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2S,4S,5S,6R,10S)-10-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] benzoate
• SMILES (Canonical): C1COC(C2C1C(C3C2(O3)CO)OC(=O)C4=CC=CC=C4)O
• SMILES (Isomeric): C1CO[C@@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)OC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C16H18O6/c17-8-16-11-10(6-7-20-15(11)19)12(13(16)22-16)21-14(18)9-4-2-1-3-5-9/h1-5,10-13,15,17,19H,6-8H2/t10-,11-,12+,13+,15+,16-/m1/s1
• InChI Key: DSULJBKRAXBVRH-SCQYSAAVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7995	79.95%
Caco-2	-	0.6411	64.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7888	78.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8741	87.41%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9266	92.66%
P-glycoprotein inhibitior	-	0.9062	90.62%
P-glycoprotein substrate	-	0.8130	81.30%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.8121	81.21%
CYP2C19 inhibition	-	0.6714	67.14%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	-	0.8576	85.76%
CYP2C8 inhibition	+	0.5253	52.53%
CYP inhibitory promiscuity	-	0.8755	87.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5618	56.18%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6224	62.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6168	61.68%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5840	58.40%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6094	60.94%
Acute Oral Toxicity (c)	III	0.4605	46.05%
Estrogen receptor binding	+	0.6825	68.25%
Androgen receptor binding	-	0.5506	55.06%
Thyroid receptor binding	+	0.5665	56.65%
Glucocorticoid receptor binding	-	0.6308	63.08%
Aromatase binding	-	0.5652	56.52%
PPAR gamma	+	0.6187	61.87%
Honey bee toxicity	-	0.8866	88.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6337	63.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.89%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.69%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL5028	O14672	ADAM10	85.40%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.07%	94.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.62%	94.97%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.48%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.11%	99.17%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 162869752
• LOTUS: LTS0221529
• wikiData: Q104988039