(1S,4S,9S,10S,13S,14R,16S)-5,5,9,13-tetramethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-6-one

Details

• Internal ID: d6af50d9-0126-4679-98f8-4e4ec3f57113
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,4S,9S,10S,13S,14R,16S)-5,5,9,13-tetramethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-6-one
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CCC1=O)C)(C5C4O5)C)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@@]4(CCC(=O)C([C@H]4CC[C@@]3(C1)[C@H]5[C@@H]2O5)(C)C)C
• InChI: InChI=1S/C20H30O2/c1-17(2)12-6-10-20-11-18(3,15-16(20)22-15)8-5-13(20)19(12,4)9-7-14(17)21/h12-13,15-16H,5-11H2,1-4H3/t12-,13+,15+,16-,18+,19-,20+/m1/s1
• InChI Key: VOVNVULYSGPWDO-SMRUAWDESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7824	78.24%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5659	56.59%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9846	98.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7314	73.14%
P-glycoprotein inhibitior	-	0.5598	55.98%
P-glycoprotein substrate	-	0.9162	91.62%
CYP3A4 substrate	+	0.5718	57.18%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.7817	78.17%
CYP3A4 inhibition	-	0.8615	86.15%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.5736	57.36%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.6300	63.00%
CYP2C8 inhibition	-	0.8958	89.58%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6827	68.27%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.5529	55.29%
Skin corrosion	-	0.9052	90.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5506	55.06%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.5469	54.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.7048	70.48%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.6129	61.29%
Thyroid receptor binding	+	0.6417	64.17%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.6114	61.14%
Honey bee toxicity	-	0.8409	84.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9111	91.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.93%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.08%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.96%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.83%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.92%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.52%	98.95%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 162983635
• LOTUS: LTS0197306
• wikiData: Q105290464