(1S,2R,5S,6S,9S,10S,11S,13R)-2,6,10-trimethyl-8-oxatetracyclo[7.3.1.01,5.06,10]tridecane-5,9,11,13-tetrol

Details

• Internal ID: 1675652f-a14b-4a48-9cdf-c29ddf796e02
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,2R,5S,6S,9S,10S,11S,13R)-2,6,10-trimethyl-8-oxatetracyclo[7.3.1.01,5.06,10]tridecane-5,9,11,13-tetrol
• SMILES (Canonical): CC1CCC2(C13CC(C4(C2(COC4(C3O)O)C)C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@]13C[C@@H]([C@@]4([C@]2(CO[C@@]4([C@@H]3O)O)C)C)O)O
• InChI: InChI=1S/C15H24O5/c1-8-4-5-14(18)11(2)7-20-15(19)10(17)13(8,14)6-9(16)12(11,15)3/h8-10,16-19H,4-7H2,1-3H3/t8-,9+,10-,11-,12-,13+,14+,15-/m1/s1
• InChI Key: GLBJXGVHQYISGN-LGFXLSCOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.00
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8571	85.71%
Caco-2	-	0.6480	64.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5369	53.69%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.8878	88.78%
P-glycoprotein inhibitior	-	0.9277	92.77%
P-glycoprotein substrate	-	0.7150	71.50%
CYP3A4 substrate	+	0.6184	61.84%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.7851	78.51%
CYP3A4 inhibition	-	0.8958	89.58%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.8306	83.06%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.8020	80.20%
CYP2C8 inhibition	-	0.8755	87.55%
CYP inhibitory promiscuity	-	0.9695	96.95%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.5879	58.79%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6036	60.36%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9058	90.58%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6102	61.02%
Acute Oral Toxicity (c)	III	0.3855	38.55%
Estrogen receptor binding	+	0.6155	61.55%
Androgen receptor binding	+	0.7037	70.37%
Thyroid receptor binding	+	0.5669	56.69%
Glucocorticoid receptor binding	-	0.5836	58.36%
Aromatase binding	+	0.7078	70.78%
PPAR gamma	-	0.5987	59.87%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9321	93.21%

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	94.87%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.40%	91.11%
CHEMBL259	P32245	Melanocortin receptor 4	89.38%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.12%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.38%	89.05%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.73%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.92%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.81%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.41%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.19%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.66%	82.69%

Plants that contains it

• Illicium floridanum

Cross-Links

• PubChem: 10493306
• LOTUS: LTS0118875
• wikiData: Q105010750