16,17,18,20-Tetrahydroxynerylgeran-1-oic acid lactone

Details

• Internal ID: 2a91f516-ff9c-4883-9e50-cbd4736a559e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[(3E,7Z)-13-hydroxy-8,12-bis(hydroxymethyl)-4-methyltrideca-3,7,11-trienyl]-2H-furan-5-one
• SMILES (Canonical): CC(=CCCC1=CC(=O)OC1)CCC=C(CCC=C(CO)CO)CO
• SMILES (Isomeric): C/C(=C\CCC1=CC(=O)OC1)/CC/C=C(/CCC=C(CO)CO)\CO
• InChI: InChI=1S/C20H30O5/c1-16(6-3-9-18-11-20(24)25-15-18)5-2-7-17(12-21)8-4-10-19(13-22)14-23/h6-7,10-11,21-23H,2-5,8-9,12-15H2,1H3/b16-6+,17-7-
• InChI Key: WVVUUOIVNGQOMB-HVUPIGRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8637	86.37%
Caco-2	-	0.6987	69.87%
Blood Brain Barrier	+	0.5928	59.28%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5552	55.52%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.6173	61.73%
BSEP inhibitior	+	0.6745	67.45%
P-glycoprotein inhibitior	-	0.6037	60.37%
P-glycoprotein substrate	-	0.7547	75.47%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	+	0.5986	59.86%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.8812	88.12%
CYP2C9 inhibition	-	0.8193	81.93%
CYP2C19 inhibition	-	0.7942	79.42%
CYP2D6 inhibition	-	0.8665	86.65%
CYP1A2 inhibition	-	0.6885	68.85%
CYP2C8 inhibition	-	0.8751	87.51%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9538	95.38%
Eye irritation	-	0.5153	51.53%
Skin irritation	-	0.6708	67.08%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7695	76.95%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8708	87.08%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6412	64.12%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5542	55.42%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	-	0.6037	60.37%
Thyroid receptor binding	+	0.5965	59.65%
Glucocorticoid receptor binding	+	0.6014	60.14%
Aromatase binding	-	0.5821	58.21%
PPAR gamma	+	0.8562	85.62%
Honey bee toxicity	-	0.8394	83.94%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9642	96.42%

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	97.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.54%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.48%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.45%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.76%	92.08%
CHEMBL2039	P27338	Monoamine oxidase B	81.71%	92.51%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.00%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.44%	99.17%

Plants that contains it

• Pteronia eenii

Cross-Links

• PubChem: 14588989
• LOTUS: LTS0029769
• wikiData: Q105313820