(2Z,6E,8R,10Z,14Z)-10-(hydroxymethyl)-2,6,14-trimethylhexadeca-2,6,10,14-tetraene-1,8,16-triol

Details

• Internal ID: 8bbbde65-404b-4b3c-be09-6216f00893d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2Z,6E,8R,10Z,14Z)-10-(hydroxymethyl)-2,6,14-trimethylhexadeca-2,6,10,14-tetraene-1,8,16-triol
• SMILES (Canonical): CC(=CCO)CCC=C(CC(C=C(C)CCC=C(C)CO)O)CO
• SMILES (Isomeric): C/C(=C/CO)/CC/C=C(/C[C@H](/C=C(\C)/CC/C=C(/C)\CO)O)\CO
• InChI: InChI=1S/C20H34O4/c1-16(10-11-21)6-5-9-19(15-23)13-20(24)12-17(2)7-4-8-18(3)14-22/h8-10,12,20-24H,4-7,11,13-15H2,1-3H3/b16-10-,17-12+,18-8-,19-9-/t20-/m0/s1
• InChI Key: SVQWIGUHDMWKTK-KCYFDNBBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9390	93.90%
Caco-2	+	0.5857	58.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5604	56.04%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7143	71.43%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	-	0.6764	67.64%
P-glycoprotein substrate	-	0.8194	81.94%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7295	72.95%
CYP3A4 inhibition	-	0.6221	62.21%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8893	88.93%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.8443	84.43%
CYP2C8 inhibition	-	0.8817	88.17%
CYP inhibitory promiscuity	-	0.8827	88.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7433	74.33%
Eye corrosion	-	0.9392	93.92%
Eye irritation	-	0.7161	71.61%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9853	98.53%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3694	36.94%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.5783	57.83%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6459	64.59%
Acute Oral Toxicity (c)	III	0.5685	56.85%
Estrogen receptor binding	+	0.5842	58.42%
Androgen receptor binding	-	0.7285	72.85%
Thyroid receptor binding	+	0.6086	60.86%
Glucocorticoid receptor binding	-	0.5458	54.58%
Aromatase binding	+	0.5553	55.53%
PPAR gamma	+	0.7539	75.39%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7660	76.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.63%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.91%	91.11%

Plants that contains it

• Bejaranoa balansae

Cross-Links

• PubChem: 162861587
• LOTUS: LTS0011123
• wikiData: Q105262382