Helibisabonol B

Details

• Internal ID: 5add6ec0-8767-4fc5-8741-d10aefd94694
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(E,2R,5R)-5,6-dihydroxy-6-methylhept-3-en-2-yl]-5-methylbenzene-1,4-diol
• SMILES (Canonical): CC1=CC(=C(C=C1O)C(C)C=CC(C(C)(C)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1O)[C@H](C)/C=C/[C@H](C(C)(C)O)O)O
• InChI: InChI=1S/C15H22O4/c1-9(5-6-14(18)15(3,4)19)11-8-12(16)10(2)7-13(11)17/h5-9,14,16-19H,1-4H3/b6-5+/t9-,14-/m1/s1
• InChI Key: BJFUKZRDSLCCDK-WBUNEFDWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5501	55.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7365	73.65%
P-glycoprotein inhibitior	-	0.9484	94.84%
P-glycoprotein substrate	-	0.9085	90.85%
CYP3A4 substrate	-	0.6135	61.35%
CYP2C9 substrate	-	0.5802	58.02%
CYP2D6 substrate	-	0.7553	75.53%
CYP3A4 inhibition	-	0.5540	55.40%
CYP2C9 inhibition	-	0.7609	76.09%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	+	0.5385	53.85%
CYP2C8 inhibition	-	0.9049	90.49%
CYP inhibitory promiscuity	-	0.6682	66.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7830	78.30%
Carcinogenicity (trinary)	Non-required	0.5911	59.11%
Eye corrosion	-	0.8155	81.55%
Eye irritation	-	0.7066	70.66%
Skin irritation	+	0.5639	56.39%
Skin corrosion	+	0.8130	81.30%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6519	65.19%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.7111	71.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8502	85.02%
Acute Oral Toxicity (c)	III	0.7795	77.95%
Estrogen receptor binding	-	0.4920	49.20%
Androgen receptor binding	-	0.7483	74.83%
Thyroid receptor binding	+	0.8173	81.73%
Glucocorticoid receptor binding	+	0.6828	68.28%
Aromatase binding	+	0.5828	58.28%
PPAR gamma	+	0.5327	53.27%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	95.37%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.38%	94.73%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.39%	97.23%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.21%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.30%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.96%	93.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.49%	90.24%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.96%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.88%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.90%	99.15%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 5317990
• NPASS: NPC156146
• LOTUS: LTS0169975
• wikiData: Q104937069