(3S,6E,10E,13S)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene-3,13-diol

Details

• Internal ID: 41aa96d0-9c5d-407d-b0af-7cce93ece8c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (3S,6E,10E,13S)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene-3,13-diol
• SMILES (Canonical): CC(=CC(CC(=CCCC(=CCCC(C)(C=C)O)C)C)O)C
• SMILES (Isomeric): CC(=C[C@H](C/C(=C/CC/C(=C/CC[C@@](C)(C=C)O)/C)/C)O)C
• InChI: InChI=1S/C20H34O2/c1-7-20(6,22)13-9-12-17(4)10-8-11-18(5)15-19(21)14-16(2)3/h7,11-12,14,19,21-22H,1,8-10,13,15H2,2-6H3/b17-12+,18-11+/t19-,20-/m1/s1
• InChI Key: ZMPILQRIUBZDLT-YWVQMUNWSA-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	+	0.9907	99.07%
Caco-2	+	0.7418	74.18%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4207	42.07%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6571	65.71%
P-glycoprotein inhibitior	-	0.7824	78.24%
P-glycoprotein substrate	-	0.8548	85.48%
CYP3A4 substrate	+	0.5287	52.87%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7336	73.36%
CYP3A4 inhibition	-	0.7904	79.04%
CYP2C9 inhibition	-	0.8288	82.88%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.6865	68.65%
CYP2C8 inhibition	-	0.7916	79.16%
CYP inhibitory promiscuity	-	0.8149	81.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.8281	82.81%
Eye irritation	-	0.5710	57.10%
Skin irritation	+	0.5810	58.10%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4173	41.73%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6174	61.74%
skin sensitisation	+	0.8351	83.51%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.8719	87.19%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5418	54.18%
Acute Oral Toxicity (c)	III	0.8834	88.34%
Estrogen receptor binding	-	0.5557	55.57%
Androgen receptor binding	-	0.6891	68.91%
Thyroid receptor binding	+	0.6363	63.63%
Glucocorticoid receptor binding	+	0.6152	61.52%
Aromatase binding	-	0.5812	58.12%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.7294	72.94%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9286	92.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.93%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.27%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.68%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	89.11%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.75%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.88%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.62%	91.11%

Plants that contains it

• Geigeria burkei

Cross-Links

• PubChem: 162884031
• LOTUS: LTS0246872
• wikiData: Q105379637