Zuihoenalide

Details

• Internal ID: 501a6d89-2dcd-4ad6-bc95-f85c29c7e15e
• Taxonomy: Organoheterocyclic compounds > Oxolanes
• IUPAC Name: (3E,4S)-4-hydroxy-5-methylidene-3-octadecan-2-ylideneoxolan-2-one
• SMILES (Canonical): CCCCCCCCCCCCCCCCC(=C1C(C(=C)OC1=O)O)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC/C(=C/1\[C@@H](C(=C)OC1=O)O)/C
• InChI: InChI=1S/C23H40O3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(2)21-22(24)20(3)26-23(21)25/h22,24H,3-18H2,1-2H3/b21-19+/t22-/m1/s1
• InChI Key: ZMKLRFZQEDMTID-SNJAAQEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₀O₃
• Molecular Weight: 364.60 g/mol
• Exact Mass: 364.29774513 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 6.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.5918	59.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6540	65.40%
P-glycoprotein inhibitior	-	0.5538	55.38%
P-glycoprotein substrate	-	0.8289	82.89%
CYP3A4 substrate	-	0.5172	51.72%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.6147	61.47%
CYP2C9 inhibition	-	0.7945	79.45%
CYP2C19 inhibition	-	0.5537	55.37%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	+	0.5338	53.38%
CYP2C8 inhibition	-	0.9313	93.13%
CYP inhibitory promiscuity	-	0.6717	67.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9409	94.09%
Eye irritation	+	0.6945	69.45%
Skin irritation	+	0.5734	57.34%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5434	54.34%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6364	63.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6493	64.93%
Acute Oral Toxicity (c)	III	0.5464	54.64%
Estrogen receptor binding	-	0.6186	61.86%
Androgen receptor binding	-	0.6357	63.57%
Thyroid receptor binding	+	0.5209	52.09%
Glucocorticoid receptor binding	-	0.5939	59.39%
Aromatase binding	-	0.6508	65.08%
PPAR gamma	+	0.6144	61.44%
Honey bee toxicity	-	0.9532	95.32%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6537	65.37%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.53%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.40%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.18%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.97%	92.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.84%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.62%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.58%	95.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.48%	91.81%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.16%	90.08%

Plants that contains it

• Machilus zuihoensis

Cross-Links

• PubChem: 101741815
• NPASS: NPC106555