Hawaiinolide A

Details

• Internal ID: 519a4b0d-71c9-4472-91a2-60f95a83b45b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: (1R,2S,6S,7R,10S,11S,14S)-6-ethenyl-10-hydroxy-1,11-dimethyl-5-methylidene-13-oxatetracyclo[8.6.0.02,7.011,14]hexadecane-9,12-dione
• InChI: InChI=1S/C20H26O4/c1-5-12-11(2)6-7-14-13(12)10-15(21)20(23)18(14,3)9-8-16-19(20,4)17(22)24-16/h5,12-14,16,23H,1-2,6-10H2,3-4H3/t12-,13+,14+,16+,18-,19-,20+/m1/s1
• InChI Key: RIIIZSAGFOLSAE-XTIVUVSQSA-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: 2.60
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL3298356

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9680	96.80%
Caco-2	-	0.5211	52.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.8447	84.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5658	56.58%
BSEP inhibitior	-	0.8395	83.95%
P-glycoprotein inhibitior	-	0.7046	70.46%
P-glycoprotein substrate	-	0.7977	79.77%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.6560	65.60%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	-	0.8322	83.22%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.6168	61.68%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9746	97.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9450	94.50%
Skin irritation	+	0.5344	53.44%
Skin corrosion	-	0.9002	90.02%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4074	40.74%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.7600	76.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6688	66.88%
Acute Oral Toxicity (c)	III	0.5137	51.37%
Estrogen receptor binding	+	0.7374	73.74%
Androgen receptor binding	+	0.7359	73.59%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.7178	71.78%
Aromatase binding	+	0.6232	62.32%
PPAR gamma	-	0.6008	60.08%
Honey bee toxicity	-	0.7903	79.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	93.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.65%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.51%	94.75%
CHEMBL1902	P62942	FK506-binding protein 1A	90.28%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.84%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.60%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	85.57%	92.97%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.23%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.48%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	81.26%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.60%	98.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.49%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 90683060
• LOTUS: LTS0171568
• wikiData: Q77498753