(2S,4S,5S,10R)-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]decane-5,10-diol

Details

• Internal ID: aa0e4fcc-f3ba-4e71-b2b3-8c2b3a398ad8
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (2S,4S,5S,10R)-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]decane-5,10-diol
• SMILES (Canonical): C1COC(C2C1C(C3C2(O3)CO)O)O
• SMILES (Isomeric): C1CO[C@H](C2C1[C@@H]([C@H]3[C@@]2(O3)CO)O)O
• InChI: InChI=1S/C9H14O5/c10-3-9-5-4(1-2-13-8(5)12)6(11)7(9)14-9/h4-8,10-12H,1-3H2/t4?,5?,6-,7-,8+,9+/m0/s1
• InChI Key: MKKQRWZIDMUAHO-DWFHAUFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₅
• Molecular Weight: 202.20 g/mol
• Exact Mass: 202.08412354 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8167	81.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6750	67.50%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9480	94.80%
P-glycoprotein inhibitior	-	0.9755	97.55%
P-glycoprotein substrate	-	0.8767	87.67%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7708	77.08%
CYP3A4 inhibition	-	0.9737	97.37%
CYP2C9 inhibition	-	0.8772	87.72%
CYP2C19 inhibition	-	0.8023	80.23%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.8915	89.15%
CYP2C8 inhibition	-	0.8399	83.99%
CYP inhibitory promiscuity	-	0.9468	94.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9486	94.86%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.5848	58.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.6629	66.29%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5868	58.68%
Acute Oral Toxicity (c)	III	0.4177	41.77%
Estrogen receptor binding	-	0.7940	79.40%
Androgen receptor binding	-	0.6677	66.77%
Thyroid receptor binding	-	0.5654	56.54%
Glucocorticoid receptor binding	-	0.6888	68.88%
Aromatase binding	-	0.7344	73.44%
PPAR gamma	-	0.6012	60.12%
Honey bee toxicity	-	0.8863	88.63%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.8906	89.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	96.49%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.82%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.26%	97.47%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.03%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.19%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.60%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.37%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.56%	92.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.51%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.34%	90.17%

Plants that contains it

• Pedicularis striata

Cross-Links

• PubChem: 101706271
• LOTUS: LTS0113208
• wikiData: Q105166045