(1S,3R,5S,8S,9R,14R)-3-ethenyl-8-(2-hydroxypropan-2-yl)-3,5,9-trimethyl-4,13-dioxatricyclo[7.4.1.05,14]tetradecan-12-one

Details

• Internal ID: c04e4854-d610-4a6f-b8cf-9865af7cf402
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1S,3R,5S,8S,9R,14R)-3-ethenyl-8-(2-hydroxypropan-2-yl)-3,5,9-trimethyl-4,13-dioxatricyclo[7.4.1.05,14]tetradecan-12-one
• SMILES (Canonical): CC12CCC(=O)OC3C1C(CCC2C(C)(C)O)(OC(C3)(C)C=C)C
• SMILES (Isomeric): C[C@]12CCC(=O)O[C@@H]3[C@@H]1[C@](CC[C@@H]2C(C)(C)O)(O[C@@](C3)(C)C=C)C
• InChI: InChI=1S/C20H32O4/c1-7-18(4)12-13-16-19(5,10-9-15(21)23-13)14(17(2,3)22)8-11-20(16,6)24-18/h7,13-14,16,22H,1,8-12H2,2-6H3/t13-,14+,16-,18-,19+,20-/m0/s1
• InChI Key: WAAGSYZCCLJVHN-RBMZFJRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9590	95.90%
Caco-2	+	0.7619	76.19%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7073	70.73%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.7995	79.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.6332	63.32%
P-glycoprotein inhibitior	-	0.7456	74.56%
P-glycoprotein substrate	-	0.7976	79.76%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.7840	78.40%
CYP2C9 inhibition	-	0.8647	86.47%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.6818	68.18%
CYP2C8 inhibition	-	0.6921	69.21%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.5349	53.49%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5442	54.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7556	75.56%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.5974	59.74%
Estrogen receptor binding	+	0.7481	74.81%
Androgen receptor binding	-	0.5215	52.15%
Thyroid receptor binding	+	0.6593	65.93%
Glucocorticoid receptor binding	+	0.7526	75.26%
Aromatase binding	-	0.4915	49.15%
PPAR gamma	+	0.5887	58.87%
Honey bee toxicity	-	0.7605	76.05%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.22%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.24%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.26%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	82.80%	99.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.76%	97.14%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 44220866
• LOTUS: LTS0133909
• wikiData: Q105300081