Helicascolide D

Details

• Internal ID: 106de39c-a828-44e5-97a2-8ca7feb235d2
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4R,5S,6S)-4-hydroxy-6-(4-hydroxybut-2-en-2-yl)-3,3,5-trimethyloxan-2-one
• SMILES (Canonical): CC1C(OC(=O)C(C1O)(C)C)C(=CCO)C
• SMILES (Isomeric): C[C@@H]1[C@H](OC(=O)C([C@@H]1O)(C)C)C(=CCO)C
• InChI: InChI=1S/C12H20O4/c1-7(5-6-13)9-8(2)10(14)12(3,4)11(15)16-9/h5,8-10,13-14H,6H2,1-4H3/t8-,9-,10-/m1/s1
• InChI Key: YWPKCZZSHZEQGJ-OPRDCNLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.28 g/mol
• Exact Mass: 228.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9507	95.07%
Caco-2	+	0.6776	67.76%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8003	80.03%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8754	87.54%
P-glycoprotein inhibitior	-	0.9359	93.59%
P-glycoprotein substrate	-	0.9162	91.62%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.9285	92.85%
CYP2C9 inhibition	-	0.8558	85.58%
CYP2C19 inhibition	-	0.7719	77.19%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.7566	75.66%
CYP2C8 inhibition	-	0.9684	96.84%
CYP inhibitory promiscuity	-	0.8258	82.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8241	82.41%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.8681	86.81%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6416	64.16%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.6331	63.31%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6300	63.00%
Acute Oral Toxicity (c)	III	0.5862	58.62%
Estrogen receptor binding	-	0.7237	72.37%
Androgen receptor binding	-	0.7390	73.90%
Thyroid receptor binding	-	0.6213	62.13%
Glucocorticoid receptor binding	-	0.6638	66.38%
Aromatase binding	-	0.8505	85.05%
PPAR gamma	-	0.6720	67.20%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8106	81.06%

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	92.99%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.85%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.67%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	83.31%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.21%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.79%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.43%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721060
• LOTUS: LTS0150860
• wikiData: Q105366997