(1S,2S,4R,5R,6R,9R)-12-ethyl-5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.6.1.02,4.06,16.011,15]hexadec-11(15)-ene-7,14-dione

Details

• Internal ID: f34a5f6f-ea5a-483c-8e2b-511c278e6b26
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,2S,4R,5R,6R,9R)-12-ethyl-5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.6.1.02,4.06,16.011,15]hexadec-11(15)-ene-7,14-dione
• SMILES (Canonical): CCC1C2=C(C(=O)O1)C3(C4C(C2)OC(=O)C4(C(C5C3O5)O)C)C
• SMILES (Isomeric): CCC1C2=C(C(=O)O1)[C@]3([C@H]4[C@H](O4)[C@@H]([C@]5(C3[C@@H](C2)OC5=O)C)O)C
• InChI: InChI=1S/C17H20O6/c1-4-7-6-5-8-11-16(2,9(6)14(19)21-7)13-10(23-13)12(18)17(11,3)15(20)22-8/h7-8,10-13,18H,4-5H2,1-3H3/t7?,8-,10-,11?,12+,13-,16-,17-/m1/s1
• InChI Key: WRLIWQZBEFNULP-CIZNLLADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.5337	53.37%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7131	71.31%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7446	74.46%
P-glycoprotein inhibitior	-	0.7499	74.99%
P-glycoprotein substrate	-	0.7192	71.92%
CYP3A4 substrate	+	0.5746	57.46%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.5313	53.13%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.8507	85.07%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.8436	84.36%
CYP2C8 inhibition	-	0.8665	86.65%
CYP inhibitory promiscuity	-	0.8020	80.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5774	57.74%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.5631	56.31%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7277	72.77%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6586	65.86%
skin sensitisation	-	0.7160	71.60%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.5032	50.32%
Estrogen receptor binding	+	0.6687	66.87%
Androgen receptor binding	+	0.5266	52.66%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	+	0.6271	62.71%
Aromatase binding	-	0.5462	54.62%
PPAR gamma	+	0.5501	55.01%
Honey bee toxicity	-	0.8342	83.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	91.92%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.18%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.00%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.85%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.30%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%

Plants that contains it

• Afrocarpus gracilior

Cross-Links

• PubChem: 162856674
• LOTUS: LTS0257628
• wikiData: Q105311378