[(1S,3S,5R,6S,7S,8R,10S,11S,14R,17S,19S)-6,7-dihydroxy-5-(hydroxymethyl)-12-oxo-2,4,9,13,18-pentaoxapentacyclo[8.7.1.111,14.03,8.017,19]nonadec-15-en-16-yl]methyl acetate

Details

• Internal ID: 0538c0f6-73eb-45cb-b119-885ae7fb1c97
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: [(1S,3S,5R,6S,7S,8R,10S,11S,14R,17S,19S)-6,7-dihydroxy-5-(hydroxymethyl)-12-oxo-2,4,9,13,18-pentaoxapentacyclo[8.7.1.111,14.03,8.017,19]nonadec-15-en-16-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CC2C3C1C4OC(C3C(=O)O2)OC5C(C(C(OC5O4)CO)O)O
• SMILES (Isomeric): CC(=O)OCC1=C[C@H]2[C@H]3[C@@H]1[C@H]4O[C@@H]([C@H]3C(=O)O2)O[C@@H]5[C@H]([C@@H]([C@H](O[C@H]5O4)CO)O)O
• InChI: InChI=1S/C18H22O11/c1-5(20)24-4-6-2-7-10-9(6)16-28-17(11(10)15(23)25-7)27-14-13(22)12(21)8(3-19)26-18(14)29-16/h2,7-14,16-19,21-22H,3-4H2,1H3/t7-,8+,9+,10-,11+,12+,13-,14+,16-,17-,18-/m0/s1
• InChI Key: IMYNUOFRENGSJB-MVRWOANUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₁₁
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.11621151 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6440	64.40%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7040	70.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7976	79.76%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5969	59.69%
P-glycoprotein inhibitior	-	0.8049	80.49%
P-glycoprotein substrate	-	0.7746	77.46%
CYP3A4 substrate	+	0.5995	59.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.9493	94.93%
CYP2C9 inhibition	-	0.8751	87.51%
CYP2C19 inhibition	-	0.8288	82.88%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.8709	87.09%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	-	0.7727	77.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5391	53.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.7185	71.85%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	+	0.5679	56.79%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8623	86.23%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.6965	69.65%
Androgen receptor binding	+	0.5252	52.52%
Thyroid receptor binding	-	0.6708	67.08%
Glucocorticoid receptor binding	-	0.6014	60.14%
Aromatase binding	+	0.5596	55.96%
PPAR gamma	-	0.5120	51.20%
Honey bee toxicity	-	0.7535	75.35%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	+	0.8258	82.58%

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	95.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.54%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.13%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.00%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.98%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.72%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.66%	86.33%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 23625085
• LOTUS: LTS0159517
• wikiData: Q105116005