Heliconol B

Details

• Internal ID: fb0e7925-709f-487a-9743-895cb621f0c0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2R,3R,3aS,4S,6aR)-2-(9-hydroxynonyl)-3,4,5,6-tetrahydro-2H-cyclopenta[b]furan-3,3a,4,6a-tetrol
• SMILES (Canonical): C1CC2(C(C1O)(C(C(O2)CCCCCCCCCO)O)O)O
• SMILES (Isomeric): C1C[C@@]2([C@]([C@H]1O)([C@@H]([C@H](O2)CCCCCCCCCO)O)O)O
• InChI: InChI=1S/C16H30O6/c17-11-7-5-3-1-2-4-6-8-12-14(19)16(21)13(18)9-10-15(16,20)22-12/h12-14,17-21H,1-11H2/t12-,13+,14-,15-,16+/m1/s1
• InChI Key: LVLDNXOZWQAHPN-JKJDWNRSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₃₀O₆
• Molecular Weight: 318.41 g/mol
• Exact Mass: 318.20423867 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• (2R,3R,3aS,4S,6aR)-2-(9-hydroxynonyl)-3,4,5,6-tetrahydro-2H-cyclopenta[b]furan-3,3a,4,6a-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6211	62.11%
Caco-2	-	0.7665	76.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5624	56.24%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9497	94.97%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.7638	76.38%
P-glycoprotein inhibitior	-	0.8953	89.53%
P-glycoprotein substrate	-	0.8842	88.42%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8066	80.66%
CYP3A4 inhibition	-	0.9743	97.43%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8770	87.70%
CYP2C8 inhibition	-	0.8116	81.16%
CYP inhibitory promiscuity	-	0.9790	97.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6263	62.63%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4890	48.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6002	60.02%
skin sensitisation	-	0.9179	91.79%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7118	71.18%
Acute Oral Toxicity (c)	III	0.4297	42.97%
Estrogen receptor binding	+	0.5265	52.65%
Androgen receptor binding	-	0.5687	56.87%
Thyroid receptor binding	+	0.5769	57.69%
Glucocorticoid receptor binding	+	0.5919	59.19%
Aromatase binding	-	0.5089	50.89%
PPAR gamma	-	0.4862	48.62%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6651	66.51%
Fish aquatic toxicity	-	0.7756	77.56%

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	93.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.58%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.84%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.75%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.41%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.64%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.22%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.40%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11845122
• LOTUS: LTS0058943
• wikiData: Q77569912