Heliconol C

Details

• Internal ID: 81ea3c19-c707-4889-8d5d-c7eda1ecce6c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 9-[(2R,3R,3aS,4S,6aR)-3,3a,4,6a-tetrahydroxy-3,4,5,6-tetrahydro-2H-cyclopenta[b]furan-2-yl]nonanoic acid
• InChI: InChI=1S/C16H28O7/c17-12-9-10-15(21)16(12,22)14(20)11(23-15)7-5-3-1-2-4-6-8-13(18)19/h11-12,14,17,20-22H,1-10H2,(H,18,19)/t11-,12+,14-,15-,16+/m1/s1
• InChI Key: MJUTVWBUXZBUHW-IPQWEPCOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• 9-[(2R,3R,3aS,4S,6aR)-3,3a,4,6a-tetrahydroxy-3,4,5,6-tetrahydro-2H-cyclopenta[b]furan-2-yl]nonanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7025	70.25%
Caco-2	-	0.8214	82.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6554	65.54%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7053	70.53%
P-glycoprotein inhibitior	-	0.8495	84.95%
P-glycoprotein substrate	-	0.9004	90.04%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9055	90.55%
CYP2C9 inhibition	-	0.9403	94.03%
CYP2C19 inhibition	-	0.8501	85.01%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.8790	87.90%
CYP2C8 inhibition	-	0.8655	86.55%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.6514	65.14%
Skin corrosion	-	0.8802	88.02%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5842	58.42%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8509	85.09%
Acute Oral Toxicity (c)	III	0.4738	47.38%
Estrogen receptor binding	-	0.5994	59.94%
Androgen receptor binding	-	0.6299	62.99%
Thyroid receptor binding	+	0.5301	53.01%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6169	61.69%
PPAR gamma	+	0.5778	57.78%
Honey bee toxicity	-	0.9484	94.84%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5344	53.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.80%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.74%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.69%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	81.46%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.65%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	80.57%	91.19%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.40%	92.32%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11845121
• LOTUS: LTS0095844
• wikiData: Q75058002