(3Z,4R)-3-hexadec-15-enylidene-4-hydroxy-5-methylideneoxolan-2-one

Details

• Internal ID: f4ab17d0-cfae-4c61-9557-8271c02338f2
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3Z,4R)-3-hexadec-15-enylidene-4-hydroxy-5-methylideneoxolan-2-one
• SMILES (Canonical): C=CCCCCCCCCCCCCCC=C1C(C(=C)OC1=O)O
• SMILES (Isomeric): C=CCCCCCCCCCCCCC/C=C\1/[C@H](C(=C)OC1=O)O
• InChI: InChI=1S/C21H34O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-20(22)18(2)24-21(19)23/h3,17,20,22H,1-2,4-16H2/b19-17-/t20-/m0/s1
• InChI Key: VNNYYNKYUQGMCN-BAJRHXEMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	-	0.7813	78.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6244	62.44%
P-glycoprotein inhibitior	-	0.5932	59.32%
P-glycoprotein substrate	-	0.9405	94.05%
CYP3A4 substrate	-	0.5117	51.17%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8650	86.50%
CYP2C9 inhibition	-	0.8513	85.13%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.7374	73.74%
CYP2C8 inhibition	-	0.8691	86.91%
CYP inhibitory promiscuity	-	0.8159	81.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.6624	66.24%
Eye irritation	+	0.5987	59.87%
Skin irritation	-	0.5552	55.52%
Skin corrosion	-	0.8859	88.59%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8412	84.12%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7051	70.51%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5643	56.43%
Acute Oral Toxicity (c)	III	0.6023	60.23%
Estrogen receptor binding	+	0.6449	64.49%
Androgen receptor binding	-	0.6699	66.99%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.5549	55.49%
Aromatase binding	-	0.5801	58.01%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5062	50.62%
Fish aquatic toxicity	+	0.9325	93.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1829	O15379	Histone deacetylase 3	93.52%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL325	Q13547	Histone deacetylase 1	86.78%	95.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.40%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.32%	89.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.68%	93.99%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.51%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	80.24%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%

Plants that contains it

• Clinostemon mahuba

Cross-Links

• PubChem: 15929285
• LOTUS: LTS0128847
• wikiData: Q105289761