16-Hydroxy-10,14-bis(hydroxymethyl)-2,6-dimethylhexadeca-2,6,10,14-tetraenal

Details

• Internal ID: 89fd5a26-949f-4789-9f15-869eec5325ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: 16-hydroxy-10,14-bis(hydroxymethyl)-2,6-dimethylhexadeca-2,6,10,14-tetraenal
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCO)CO)CO)CCC=C(C)C=O
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCO)CO)CO)CCC=C(C)C=O
• InChI: InChI=1S/C20H32O4/c1-17(6-3-8-18(2)14-22)7-4-9-19(15-23)10-5-11-20(16-24)12-13-21/h7-8,10,12,14,21,23-24H,3-6,9,11,13,15-16H2,1-2H3
• InChI Key: VNFLLBXVRXBFBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9412	94.12%
Caco-2	-	0.5544	55.44%
Blood Brain Barrier	+	0.5016	50.16%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6643	66.43%
BSEP inhibitior	+	0.7714	77.14%
P-glycoprotein inhibitior	-	0.7227	72.27%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	-	0.5099	50.99%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8420	84.20%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.9135	91.35%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.8056	80.56%
CYP2C8 inhibition	-	0.9436	94.36%
CYP inhibitory promiscuity	-	0.8909	89.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7323	73.23%
Carcinogenicity (trinary)	Non-required	0.6979	69.79%
Eye corrosion	-	0.8218	82.18%
Eye irritation	+	0.5449	54.49%
Skin irritation	-	0.8265	82.65%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4128	41.28%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.5595	55.95%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.9257	92.57%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6083	60.83%
Acute Oral Toxicity (c)	IV	0.6379	63.79%
Estrogen receptor binding	+	0.6160	61.60%
Androgen receptor binding	-	0.8053	80.53%
Thyroid receptor binding	+	0.7068	70.68%
Glucocorticoid receptor binding	-	0.4857	48.57%
Aromatase binding	+	0.5541	55.41%
PPAR gamma	+	0.8652	86.52%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9713	97.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.14%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.46%	92.08%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.14%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	82.65%	94.73%

Plants that contains it

• Mikania luetzelburgii

Cross-Links

• PubChem: 163078283
• LOTUS: LTS0111679
• wikiData: Q105289582