Isomahubannolide-23

Details

• Internal ID: ef36c02f-29ac-4e28-8293-269cd4b0bbda
• Taxonomy: Organoheterocyclic compounds > Oxolanes
• IUPAC Name: (3E,4R)-4-hydroxy-5-methylidene-3-octadecylideneoxolan-2-one
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC=C1C(C(=C)OC1=O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCC/C=C/1\[C@H](C(=C)OC1=O)O
• InChI: InChI=1S/C23H40O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-22(24)20(2)26-23(21)25/h19,22,24H,2-18H2,1H3/b21-19+/t22-/m0/s1
• InChI Key: SQZLNCJQWPKOOM-KGAYOUTBSA-N
• Popularity: 2 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: 8.90
• Atomic LogP (AlogP): 6.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 16

Synonyms

• CHEMBL1080352
• (4r,3e)-4-hydroxy-5-methylene-3-octadecylidenedihydrofuran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.6344	63.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5420	54.20%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6554	65.54%
P-glycoprotein inhibitior	-	0.5979	59.79%
P-glycoprotein substrate	-	0.9080	90.80%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.7633	76.33%
CYP2C9 inhibition	-	0.8037	80.37%
CYP2C19 inhibition	-	0.5473	54.73%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	+	0.5359	53.59%
CYP2C8 inhibition	-	0.8590	85.90%
CYP inhibitory promiscuity	-	0.6861	68.61%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.9247	92.47%
Eye irritation	+	0.6556	65.56%
Skin irritation	+	0.6452	64.52%
Skin corrosion	-	0.8742	87.42%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3678	36.78%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6561	65.61%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5316	53.16%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.6334	63.34%
Androgen receptor binding	-	0.6875	68.75%
Thyroid receptor binding	+	0.5208	52.08%
Glucocorticoid receptor binding	-	0.5753	57.53%
Aromatase binding	-	0.6371	63.71%
PPAR gamma	+	0.6739	67.39%
Honey bee toxicity	-	0.9742	97.42%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7506	75.06%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.74%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.32%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.22%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.35%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	85.85%	89.63%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.26%	96.37%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.25%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	82.98%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.12%	99.23%

Plants that contains it

• Cinnamomum camphora
• Clinostemon mahuba
• Hornstedtia reticulata
• Lindera glauca
• Machilus wangchiana

Cross-Links

• PubChem: 46237230
• NPASS: NPC125365
• ChEMBL: CHEMBL1080352
• LOTUS: LTS0271923
• wikiData: Q105258799