(1S,2S,4S,5S,6S,7S,8S,9R,12R)-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-4,5,7,8,12-pentol

Details

• Internal ID: ac3e59cc-e7cb-428b-98df-26e4591dc6d4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (1S,2S,4S,5S,6S,7S,8S,9R,12R)-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-4,5,7,8,12-pentol
• SMILES (Canonical): CC1CC(C(C2(C13C(C(C(C2O)O)C(O3)(C)C)O)CO)O)O
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@H]([C@@]2([C@]13[C@@H]([C@@H]([C@@H]([C@H]2O)O)C(O3)(C)C)O)CO)O)O
• InChI: InChI=1S/C15H26O7/c1-6-4-7(17)10(19)14(5-16)12(21)9(18)8-11(20)15(6,14)22-13(8,2)3/h6-12,16-21H,4-5H2,1-3H3/t6-,7-,8+,9-,10+,11+,12+,14-,15+/m0/s1
• InChI Key: UGZROEHMUUOUIC-GAARQUKISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₇
• Molecular Weight: 318.36 g/mol
• Exact Mass: 318.16785316 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.01
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8527	85.27%
Caco-2	-	0.8282	82.82%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4623	46.23%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9157	91.57%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9542	95.42%
P-glycoprotein inhibitior	-	0.9100	91.00%
P-glycoprotein substrate	-	0.7134	71.34%
CYP3A4 substrate	+	0.5415	54.15%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7601	76.01%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.8534	85.34%
CYP2C19 inhibition	-	0.8381	83.81%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.8116	81.16%
CYP2C8 inhibition	-	0.8360	83.60%
CYP inhibitory promiscuity	-	0.8770	87.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9658	96.58%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5754	57.54%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6126	61.26%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5618	56.18%
Acute Oral Toxicity (c)	III	0.4870	48.70%
Estrogen receptor binding	+	0.6262	62.62%
Androgen receptor binding	+	0.5638	56.38%
Thyroid receptor binding	+	0.6128	61.28%
Glucocorticoid receptor binding	+	0.5700	57.00%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	-	0.5948	59.48%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6643	66.43%

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	95.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.21%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.63%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	88.73%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.04%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.64%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.35%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.58%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.80%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.68%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.81%	86.33%

Plants that contains it

• Peucedanum ostruthium
• Prangos ferulacea
• Skimmia japonica

Cross-Links

• PubChem: 162992540
• LOTUS: LTS0175463
• wikiData: Q105272668