Hawaiinolide B

Details

• Internal ID: a0871b01-1dac-448b-8fd7-a3a169eeee75
• Taxonomy: Organoheterocyclic compounds > Lactones > Beta propiolactones
• IUPAC Name: (1R,2S,6R,7S,10S,11S,14S)-5-ethenyl-10-hydroxy-1,6,11-trimethyl-13-oxatetracyclo[8.6.0.02,7.011,14]hexadec-4-ene-9,12-dione
• InChI: InChI=1S/C20H26O4/c1-5-12-6-7-14-13(11(12)2)10-15(21)20(23)18(14,3)9-8-16-19(20,4)17(22)24-16/h5-6,11,13-14,16,23H,1,7-10H2,2-4H3/t11-,13-,14-,16-,18+,19+,20-/m0/s1
• InChI Key: AFEUGPSCVTYZGI-WQNWOALFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL3298359

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	+	0.5847	58.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7013	70.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	-	0.2152	21.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5408	54.08%
BSEP inhibitior	-	0.6959	69.59%
P-glycoprotein inhibitior	-	0.7250	72.50%
P-glycoprotein substrate	-	0.6469	64.69%
CYP3A4 substrate	+	0.6550	65.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.6550	65.50%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.7609	76.09%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.5833	58.33%
CYP2C8 inhibition	-	0.6099	60.99%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5553	55.53%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9810	98.10%
Skin irritation	+	0.5627	56.27%
Skin corrosion	-	0.9128	91.28%
Ames mutagenesis	-	0.7228	72.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3614	36.14%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6300	63.00%
skin sensitisation	-	0.7631	76.31%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.5559	55.59%
Estrogen receptor binding	+	0.6788	67.88%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.7508	75.08%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	-	0.5819	58.19%
Honey bee toxicity	-	0.7592	75.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	94.02%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.98%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	88.03%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.02%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.74%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.02%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.74%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	82.26%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.18%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.53%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90683063
• LOTUS: LTS0192689
• wikiData: Q77380090