(1S,2R,5S,6S,7R,8R,9S)-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-5,7,8-triol

Details

• Internal ID: d1a41677-2fe1-4d13-8f28-2683e96d7e1c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (1S,2R,5S,6S,7R,8R,9S)-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-5,7,8-triol
• SMILES (Canonical): CC1CCC(C2(C13CC(C(C2O)O)C(O3)(C)C)CO)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]([C@@]2([C@]13C[C@@H]([C@H]([C@@H]2O)O)C(O3)(C)C)CO)O
• InChI: InChI=1S/C15H26O5/c1-8-4-5-10(17)14(7-16)12(19)11(18)9-6-15(8,14)20-13(9,2)3/h8-12,16-19H,4-7H2,1-3H3/t8-,9+,10+,11-,12+,14+,15+/m1/s1
• InChI Key: WJQYICKGOFSICL-NCUYMGJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₅
• Molecular Weight: 286.36 g/mol
• Exact Mass: 286.17802393 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9060	90.60%
Caco-2	-	0.6324	63.24%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5437	54.37%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6900	69.00%
BSEP inhibitior	-	0.9330	93.30%
P-glycoprotein inhibitior	-	0.9174	91.74%
P-glycoprotein substrate	-	0.7051	70.51%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7398	73.98%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.7779	77.79%
CYP2C19 inhibition	-	0.8289	82.89%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.7241	72.41%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8492	84.92%
Skin irritation	-	0.6439	64.39%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5894	58.94%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6289	62.89%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6268	62.68%
Acute Oral Toxicity (c)	III	0.4956	49.56%
Estrogen receptor binding	+	0.6515	65.15%
Androgen receptor binding	+	0.5822	58.22%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	-	0.4945	49.45%
PPAR gamma	-	0.6845	68.45%
Honey bee toxicity	-	0.9438	94.38%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.8664	86.64%

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	97.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.32%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.84%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.50%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.89%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.99%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	81.81%	97.79%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.36%	86.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.76%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.75%	95.50%

Plants that contains it

• Celastrus paniculatus

Cross-Links

• PubChem: 162876087
• LOTUS: LTS0165094
• wikiData: Q105307013