(3S,6E,9R,10E)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene-3,9-diol

Details

• Internal ID: cad5cd89-c07c-4a34-a4d5-268367c3b4d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (3S,6E,9R,10E)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene-3,9-diol
• SMILES (Canonical): CC(=CCCC(=CC(CC(=CCCC(C)(C=C)O)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/[C@@H](C/C(=C/CC[C@@](C)(C=C)O)/C)O)/C)C
• InChI: InChI=1S/C20H34O2/c1-7-20(6,22)13-9-12-18(5)15-19(21)14-17(4)11-8-10-16(2)3/h7,10,12,14,19,21-22H,1,8-9,11,13,15H2,2-6H3/b17-14+,18-12+/t19-,20+/m0/s1
• InChI Key: GIIIIBWHLPJTBU-XGWNGLFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.7913	79.13%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4297	42.97%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4698	46.98%
P-glycoprotein inhibitior	-	0.7857	78.57%
P-glycoprotein substrate	-	0.8356	83.56%
CYP3A4 substrate	+	0.5336	53.36%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7336	73.36%
CYP3A4 inhibition	-	0.8235	82.35%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	-	0.7469	74.69%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.6466	64.66%
CYP2C8 inhibition	-	0.8234	82.34%
CYP inhibitory promiscuity	-	0.7457	74.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.6843	68.43%
Eye corrosion	-	0.8380	83.80%
Eye irritation	-	0.5446	54.46%
Skin irritation	+	0.5658	56.58%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3992	39.92%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5767	57.67%
skin sensitisation	+	0.8015	80.15%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7830	78.30%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.8503	85.03%
Estrogen receptor binding	-	0.7012	70.12%
Androgen receptor binding	-	0.7272	72.72%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.5774	57.74%
Aromatase binding	-	0.6008	60.08%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.7028	70.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9412	94.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.26%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.51%	97.21%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.01%	92.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.21%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.55%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.79%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.52%	96.95%

Plants that contains it

• Geigeria burkei

Cross-Links

• PubChem: 163045086
• LOTUS: LTS0207209
• wikiData: Q105009007