methyl 2-[(3R,4R)-4-[(1aR,3S,3aS,6R,7R,7aS)-3-(furan-3-yl)-7-hydroxy-3a,7-dimethyl-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,2,4-trimethyl-7-oxo-3H-oxepin-3-yl]acetate

Details

• Internal ID: 25884a69-03b1-4ee3-b55e-17e48a5cced2
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: methyl 2-[(3R,4R)-4-[(1aR,3S,3aS,6R,7R,7aS)-3-(furan-3-yl)-7-hydroxy-3a,7-dimethyl-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-6-yl]-2,2,4-trimethyl-7-oxo-3H-oxepin-3-yl]acetate
• SMILES (Canonical): CC1(C(C(C=CC(=O)O1)(C)C2CCC3(C(CC4C3(C2(C)O)O4)C5=COC=C5)C)CC(=O)OC)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@@]([C@@]13[C@H](O3)C[C@H]2C4=COC=C4)(C)O)[C@]5(C=CC(=O)OC([C@@H]5CC(=O)OC)(C)C)C
• InChI: InChI=1S/C27H36O7/c1-23(2)19(14-22(29)31-6)24(3,10-8-21(28)34-23)18-7-11-25(4)17(16-9-12-32-15-16)13-20-27(25,33-20)26(18,5)30/h8-10,12,15,17-20,30H,7,11,13-14H2,1-6H3/t17-,18+,19-,20+,24+,25-,26+,27+/m0/s1
• InChI Key: ITVJGMZWZAKVSG-HNXVIBRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₇
• Molecular Weight: 472.60 g/mol
• Exact Mass: 472.24610348 g/mol
• Topological Polar Surface Area (TPSA): 98.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9679	96.79%
Caco-2	-	0.6329	63.29%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7791	77.91%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	-	0.4742	47.42%
OATP1B3 inhibitior	-	0.6304	63.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9724	97.24%
P-glycoprotein inhibitior	+	0.6571	65.71%
P-glycoprotein substrate	+	0.5806	58.06%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	+	0.6637	66.37%
CYP2C9 inhibition	-	0.6918	69.18%
CYP2C19 inhibition	-	0.7477	74.77%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.8264	82.64%
CYP2C8 inhibition	+	0.7024	70.24%
CYP inhibitory promiscuity	-	0.8474	84.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5569	55.69%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7027	70.27%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6955	69.55%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6083	60.83%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6617	66.17%
Acute Oral Toxicity (c)	I	0.5806	58.06%
Estrogen receptor binding	+	0.8765	87.65%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.6740	67.40%
Glucocorticoid receptor binding	+	0.8779	87.79%
Aromatase binding	+	0.7915	79.15%
PPAR gamma	+	0.6558	65.58%
Honey bee toxicity	-	0.8257	82.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	97.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.08%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.02%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.95%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.43%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.42%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.61%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.14%	94.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.82%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.40%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.10%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%
CHEMBL5028	O14672	ADAM10	81.83%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.30%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.72%	91.24%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 102382503
• LOTUS: LTS0118494
• wikiData: Q105120322