methyl (1S,2S,5S,7S,8S,9R,10S)-5-(furan-3-yl)-8-(3-hydroxypropyl)-7,9-dimethyl-3-oxo-4,11-dioxatricyclo[7.2.1.02,7]dodecane-10-carboxylate

Details

• Internal ID: abd2a68b-804a-4dc8-96d0-fb1c8b5cd820
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: methyl (1S,2S,5S,7S,8S,9R,10S)-5-(furan-3-yl)-8-(3-hydroxypropyl)-7,9-dimethyl-3-oxo-4,11-dioxatricyclo[7.2.1.02,7]dodecane-10-carboxylate
• SMILES (Canonical): CC12CC(OC(=O)C1C3CC(C2CCCO)(C(O3)C(=O)OC)C)C4=COC=C4
• SMILES (Isomeric): C[C@@]12C[C@H](OC(=O)[C@@H]1[C@@H]3C[C@]([C@H]2CCCO)([C@H](O3)C(=O)OC)C)C4=COC=C4
• InChI: InChI=1S/C21H28O7/c1-20-9-13(12-6-8-26-11-12)28-18(23)16(20)14-10-21(2,15(20)5-4-7-22)17(27-14)19(24)25-3/h6,8,11,13-17,22H,4-5,7,9-10H2,1-3H3/t13-,14-,15-,16-,17+,20-,21+/m0/s1
• InChI Key: OZFCLAKIBWLJPK-OCWMMRLVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₇
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.18350323 g/mol
• Topological Polar Surface Area (TPSA): 95.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	+	0.6437	64.37%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7711	77.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7452	74.52%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	-	0.5612	56.12%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5137	51.37%
CYP3A4 substrate	+	0.6637	66.37%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.9032	90.32%
CYP2C8 inhibition	+	0.4657	46.57%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6273	62.73%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9465	94.65%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9369	93.69%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6735	67.35%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7416	74.16%
Acute Oral Toxicity (c)	I	0.4495	44.95%
Estrogen receptor binding	+	0.8581	85.81%
Androgen receptor binding	+	0.7117	71.17%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	+	0.7955	79.55%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	-	0.5728	57.28%
Honey bee toxicity	-	0.8645	86.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9314	93.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.42%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.51%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.37%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.67%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.49%	91.24%

Plants that contains it

• Allium tuberosum
• Tinospora baenzigeri

Cross-Links

• PubChem: 11090466
• NPASS: NPC291364
• LOTUS: LTS0018607
• wikiData: Q105203739