(1S,2R,6S,7R,8S,10R,13R)-2,7,8-trihydroxy-6-(hydroxymethyl)-7,13-dimethyl-4,9-dioxatetracyclo[6.5.1.01,10.06,10]tetradecan-3-one

Details

• Internal ID: cc4c7d44-1d9f-45f8-a78d-d3c6edb2e263
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1S,2R,6S,7R,8S,10R,13R)-2,7,8-trihydroxy-6-(hydroxymethyl)-7,13-dimethyl-4,9-dioxatetracyclo[6.5.1.01,10.06,10]tetradecan-3-one
• SMILES (Canonical): CC1CCC23C14CC(O2)(C(C3(COC(=O)C4O)CO)(C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@]23[C@@]14C[C@](O2)([C@]([C@@]3(COC(=O)[C@@H]4O)CO)(C)O)O
• InChI: InChI=1S/C15H22O7/c1-8-3-4-14-12(6-16)7-21-10(18)9(17)13(8,14)5-15(20,22-14)11(12,2)19/h8-9,16-17,19-20H,3-7H2,1-2H3/t8-,9+,11-,12+,13+,14+,15+/m1/s1
• InChI Key: NBNBQHLNNLPHLN-YZLMLSIOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₇
• Molecular Weight: 314.33 g/mol
• Exact Mass: 314.13655304 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 7
• 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	+	0.7225	72.25%
Caco-2	-	0.7185	71.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6513	65.13%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8118	81.18%
P-glycoprotein inhibitior	-	0.9209	92.09%
P-glycoprotein substrate	-	0.6768	67.68%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.9267	92.67%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.8860	88.60%
CYP2C8 inhibition	-	0.8570	85.70%
CYP inhibitory promiscuity	-	0.9837	98.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6237	62.37%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8738	87.38%
Skin irritation	-	0.6673	66.73%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6057	60.57%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5218	52.18%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7321	73.21%
Acute Oral Toxicity (c)	III	0.3492	34.92%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6175	61.75%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	-	0.6180	61.80%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8102	81.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.47%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.57%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.26%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	80.15%	97.79%

Plants that contains it

• Illicium majus

Cross-Links

• PubChem: 73352408
• LOTUS: LTS0240854
• wikiData: Q105176849