(5S,6R)-6-but-2-en-2-yl-3,3,5-trimethyloxane-2,4-dione

Details

• Internal ID: 851caaba-e887-4a37-9f14-fe77242a2d62
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (5S,6R)-6-but-2-en-2-yl-3,3,5-trimethyloxane-2,4-dione
• SMILES (Canonical): CC=C(C)C1C(C(=O)C(C(=O)O1)(C)C)C
• SMILES (Isomeric): CC=C(C)[C@H]1[C@@H](C(=O)C(C(=O)O1)(C)C)C
• InChI: InChI=1S/C12H18O3/c1-6-7(2)9-8(3)10(13)12(4,5)11(14)15-9/h6,8-9H,1-5H3/t8-,9-/m0/s1
• InChI Key: FCTVAZHNKONSMQ-IUCAKERBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.11
• 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	+	0.9850	98.50%
Caco-2	-	0.5339	53.39%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8127	81.27%
P-glycoprotein inhibitior	-	0.9348	93.48%
P-glycoprotein substrate	-	0.9407	94.07%
CYP3A4 substrate	-	0.5418	54.18%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.8664	86.64%
CYP2C19 inhibition	-	0.7486	74.86%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.8329	83.29%
CYP2C8 inhibition	-	0.9705	97.05%
CYP inhibitory promiscuity	-	0.8190	81.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7841	78.41%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.8157	81.57%
Eye irritation	+	0.6275	62.75%
Skin irritation	+	0.6867	68.67%
Skin corrosion	-	0.8555	85.55%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5266	52.66%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.7096	70.96%
skin sensitisation	+	0.5727	57.27%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.5908	59.08%
Estrogen receptor binding	-	0.5118	51.18%
Androgen receptor binding	-	0.6881	68.81%
Thyroid receptor binding	-	0.7767	77.67%
Glucocorticoid receptor binding	-	0.8263	82.63%
Aromatase binding	-	0.8130	81.30%
PPAR gamma	-	0.6996	69.96%
Honey bee toxicity	-	0.8791	87.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8837	88.37%

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	90.35%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	83.10%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.12%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.46%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163005387
• LOTUS: LTS0118118
• wikiData: Q104993370