Hawaiinolide F

Details

• Internal ID: 291336b7-3dfb-4be1-99a9-322dab152371
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,2S,6R,7S,9R,12S,13R,16S)-5-ethenyl-13,16-dihydroxy-1,6,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-4-en-11-one
• SMILES (Canonical): CC1C2CC3C4(C(C2CC=C1C=C)(CCC(C4(C(=O)O3)C)O)C)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@@H]3[C@@]4([C@@]([C@H]2CC=C1C=C)(CC[C@H]([C@@]4(C(=O)O3)C)O)C)O
• InChI: InChI=1S/C20H28O4/c1-5-12-6-7-14-13(11(12)2)10-16-20(23)18(14,3)9-8-15(21)19(20,4)17(22)24-16/h5-6,11,13-16,21,23H,1,7-10H2,2-4H3/t11-,13-,14-,15+,16+,18+,19+,20-/m0/s1
• InChI Key: HQKRCEBCNPNBKW-IMBLDBPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	+	0.5601	56.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6058	60.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.8372	83.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.7835	78.35%
P-glycoprotein inhibitior	-	0.8683	86.83%
P-glycoprotein substrate	-	0.6224	62.24%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.6600	66.00%
CYP2C9 inhibition	-	0.8841	88.41%
CYP2C19 inhibition	-	0.8186	81.86%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.7319	73.19%
CYP2C8 inhibition	-	0.7090	70.90%
CYP inhibitory promiscuity	-	0.9110	91.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5299	52.99%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9778	97.78%
Skin irritation	+	0.6752	67.52%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	-	0.7728	77.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4501	45.01%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.8147	81.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5633	56.33%
Acute Oral Toxicity (c)	I	0.4956	49.56%
Estrogen receptor binding	+	0.8214	82.14%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	+	0.6060	60.60%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.5758	57.58%
Honey bee toxicity	-	0.7080	70.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	96.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.65%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.76%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	89.40%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL1871	P10275	Androgen Receptor	86.39%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.07%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL4530	P00488	Coagulation factor XIII	84.51%	96.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.69%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.62%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.79%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586112
• LOTUS: LTS0234001
• wikiData: Q77499128