[(6E,10R,11S,14E,15aS)-10-hydroxy-3,6,10,14-tetramethyl-4,5,8,9,11,12,13,15a-octahydro-2H-cyclotetradeca[b]furan-11-yl] acetate

Details

• Internal ID: 58d7cbb1-e15c-450a-92db-8a6d3a9a1516
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans
• IUPAC Name: [(6E,10R,11S,14E,15aS)-10-hydroxy-3,6,10,14-tetramethyl-4,5,8,9,11,12,13,15a-octahydro-2H-cyclotetradeca[b]furan-11-yl] acetate
• SMILES (Canonical): CC1=CCCC(C(CCC(=CC2C(=C(CO2)C)CC1)C)OC(=O)C)(C)O
• SMILES (Isomeric): C/C/1=C\CC[C@@]([C@H](CC/C(=C/[C@H]2C(=C(CO2)C)CC1)/C)OC(=O)C)(C)O
• InChI: InChI=1S/C22H34O4/c1-15-7-6-12-22(5,24)21(26-18(4)23)11-9-16(2)13-20-19(10-8-15)17(3)14-25-20/h7,13,20-21,24H,6,8-12,14H2,1-5H3/b15-7+,16-13+/t20-,21-,22+/m0/s1
• InChI Key: GDTVZODNXRBOIB-ZRPNCXLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 4
• 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	+	0.9907	99.07%
Caco-2	+	0.7176	71.76%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8016	80.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9278	92.78%
P-glycoprotein inhibitior	+	0.6029	60.29%
P-glycoprotein substrate	-	0.8180	81.80%
CYP3A4 substrate	+	0.6669	66.69%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7555	75.55%
CYP2C9 inhibition	-	0.7450	74.50%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.5361	53.61%
CYP2C8 inhibition	+	0.5548	55.48%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5707	57.07%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8412	84.12%
Skin irritation	+	0.5645	56.45%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3829	38.29%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6541	65.41%
Acute Oral Toxicity (c)	IV	0.4412	44.12%
Estrogen receptor binding	+	0.6976	69.76%
Androgen receptor binding	-	0.5150	51.50%
Thyroid receptor binding	+	0.6372	63.72%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	-	0.5319	53.19%
PPAR gamma	+	0.7453	74.53%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9628	96.28%

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	96.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.56%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.80%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.11%	89.00%
CHEMBL5028	O14672	ADAM10	84.30%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.34%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71467237
• LOTUS: LTS0222083
• wikiData: Q105006956