(1R,2R,5S,7R,10S,11S)-5-ethenyl-2,5,11-trimethyl-15-oxatetracyclo[9.3.2.01,10.02,7]hexadecane-8,16-dione

Details

• Internal ID: f6f2e05d-d2b9-4064-8f06-dae4eef0c8a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2R,5S,7R,10S,11S)-5-ethenyl-2,5,11-trimethyl-15-oxatetracyclo[9.3.2.01,10.02,7]hexadecane-8,16-dione
• SMILES (Canonical): CC1(CCC2(C(C1)C(=O)CC3C24CCCC3(C(=O)O4)C)C)C=C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2([C@@H](C1)C(=O)C[C@@H]3[C@]24CCC[C@@]3(C(=O)O4)C)C)C=C
• InChI: InChI=1S/C20H28O3/c1-5-17(2)9-10-19(4)13(12-17)14(21)11-15-18(3)7-6-8-20(15,19)23-16(18)22/h5,13,15H,1,6-12H2,2-4H3/t13-,15-,17-,18-,19+,20+/m0/s1
• InChI Key: HWECMADGHQKSLK-OLTWBHDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7636	76.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5673	56.73%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5578	55.78%
P-glycoprotein inhibitior	-	0.7373	73.73%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.6061	60.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.6422	64.22%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	-	0.6295	62.95%
CYP2C8 inhibition	-	0.6864	68.64%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6129	61.29%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8505	85.05%
Skin irritation	+	0.5169	51.69%
Skin corrosion	-	0.8271	82.71%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6796	67.96%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6861	68.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7053	70.53%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.7615	76.15%
Androgen receptor binding	+	0.6642	66.42%
Thyroid receptor binding	-	0.5108	51.08%
Glucocorticoid receptor binding	+	0.6795	67.95%
Aromatase binding	+	0.6746	67.46%
PPAR gamma	-	0.5592	55.92%
Honey bee toxicity	-	0.7635	76.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	94.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	91.07%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.43%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.57%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.49%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.30%	93.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.17%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.56%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.80%	97.14%

Plants that contains it

• Duranta erecta

Cross-Links

• PubChem: 153274268
• LOTUS: LTS0105328
• wikiData: Q105034621