(1S,3S,7R,8R,9R,12S,14S,16R)-16-hydroxy-9,14-dimethyl-2,6,11,17-tetraoxapentacyclo[12.2.1.03,7.07,16.08,12]heptadecane-5,10-dione

Details

• Internal ID: e1e2c0ee-c53a-43e0-906f-c50ffdf5a6b1
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1S,3S,7R,8R,9R,12S,14S,16R)-16-hydroxy-9,14-dimethyl-2,6,11,17-tetraoxapentacyclo[12.2.1.03,7.07,16.08,12]heptadecane-5,10-dione
• SMILES (Canonical): CC1C2C(CC3(CC4(C25C(CC(=O)O5)OC4O3)O)C)OC1=O
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@H](C[C@]3(C[C@]4([C@]25[C@H](CC(=O)O5)O[C@H]4O3)O)C)OC1=O
• InChI: InChI=1S/C15H18O7/c1-6-10-7(19-11(6)17)4-13(2)5-14(18)12(22-13)20-8-3-9(16)21-15(8,10)14/h6-8,10,12,18H,3-5H2,1-2H3/t6-,7+,8+,10-,12+,13+,14+,15+/m1/s1
• InChI Key: YWKBPMIFYCPBKO-APWQAVBJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9123	91.23%
Caco-2	+	0.5615	56.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5441	54.41%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.8900	89.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9530	95.30%
P-glycoprotein inhibitior	-	0.8599	85.99%
P-glycoprotein substrate	-	0.6502	65.02%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8632	86.32%
CYP3A4 inhibition	-	0.8595	85.95%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9638	96.38%
CYP1A2 inhibition	-	0.8774	87.74%
CYP2C8 inhibition	-	0.8336	83.36%
CYP inhibitory promiscuity	-	0.9903	99.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5105	51.05%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.6298	62.98%
Skin corrosion	-	0.7759	77.59%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7673	76.73%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7043	70.43%
skin sensitisation	-	0.8131	81.31%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6424	64.24%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8428	84.28%
Acute Oral Toxicity (c)	III	0.3611	36.11%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	+	0.6957	69.57%
Glucocorticoid receptor binding	+	0.6916	69.16%
Aromatase binding	+	0.5658	56.58%
PPAR gamma	+	0.6663	66.63%
Honey bee toxicity	-	0.7657	76.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.6712	67.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.42%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.99%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.06%	92.94%
CHEMBL2581	P07339	Cathepsin D	81.19%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.14%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21578069
• NPASS: NPC222334