(E,Z,E)-1,16-Dihydroxy-3,11-bis(hydroxymethyl)-15-methyl-7-methylene-2,10,14-hexadecatrien-6-one

Details

• Internal ID: db54c06b-f0aa-42cf-b719-c615fd9cc021
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,10Z,14E)-1,16-dihydroxy-3,11-bis(hydroxymethyl)-15-methyl-7-methylidenehexadeca-2,10,14-trien-6-one
• InChI: InChI=1S/C20H32O5/c1-16(13-22)5-3-7-18(14-23)8-4-6-17(2)20(25)10-9-19(15-24)11-12-21/h5,8,11,21-24H,2-4,6-7,9-10,12-15H2,1H3/b16-5+,18-8-,19-11+
• InChI Key: VBQKVUSLNVUYDS-YCKKRHCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9244	92.44%
Caco-2	-	0.6482	64.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7458	74.58%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6393	63.93%
BSEP inhibitior	+	0.8317	83.17%
P-glycoprotein inhibitior	-	0.7065	70.65%
P-glycoprotein substrate	-	0.8627	86.27%
CYP3A4 substrate	+	0.5082	50.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.8107	81.07%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.8964	89.64%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.7522	75.22%
CYP2C8 inhibition	-	0.9170	91.70%
CYP inhibitory promiscuity	-	0.8777	87.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7623	76.23%
Carcinogenicity (trinary)	Non-required	0.7111	71.11%
Eye corrosion	-	0.8889	88.89%
Eye irritation	+	0.6283	62.83%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6574	65.74%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6439	64.39%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.9451	94.51%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.6254	62.54%
Acute Oral Toxicity (c)	IV	0.5651	56.51%
Estrogen receptor binding	+	0.6940	69.40%
Androgen receptor binding	-	0.6638	66.38%
Thyroid receptor binding	+	0.5472	54.72%
Glucocorticoid receptor binding	+	0.6245	62.45%
Aromatase binding	-	0.5451	54.51%
PPAR gamma	+	0.7945	79.45%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9389	93.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.44%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.35%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%

Plants that contains it

• Dendroviguiera sylvatica

Cross-Links

• PubChem: 163184458
• LOTUS: LTS0008311
• wikiData: Q105283433