3,7-Bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,6,10-triene-1,12-diol

Details

• Internal ID: 8d500265-7dc8-4490-92f0-ee07ffca6245
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: 3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,6,10-triene-1,12-diol
• SMILES (Canonical): CC(C)C(=C)CC(C(=CCCC(=CCCC(=CCO)CO)CO)C)O
• SMILES (Isomeric): CC(C)C(=C)CC(C(=CCCC(=CCCC(=CCO)CO)CO)C)O
• InChI: InChI=1S/C21H36O4/c1-16(2)18(4)13-21(25)17(3)7-5-8-19(14-23)9-6-10-20(15-24)11-12-22/h7,9,11,16,21-25H,4-6,8,10,12-15H2,1-3H3
• InChI Key: FXDKKPYZLZGIRL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₄
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.26135963 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9370	93.70%
Caco-2	-	0.6110	61.10%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5866	58.66%
P-glycoprotein inhibitior	-	0.7673	76.73%
P-glycoprotein substrate	-	0.7955	79.55%
CYP3A4 substrate	-	0.5216	52.16%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	-	0.7384	73.84%
CYP3A4 inhibition	-	0.7073	70.73%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	-	0.8965	89.65%
CYP inhibitory promiscuity	-	0.8846	88.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7667	76.67%
Eye corrosion	-	0.9168	91.68%
Eye irritation	-	0.8047	80.47%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6498	64.98%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	+	0.5390	53.90%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8830	88.30%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5945	59.45%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	-	0.5180	51.80%
Androgen receptor binding	-	0.7593	75.93%
Thyroid receptor binding	+	0.6348	63.48%
Glucocorticoid receptor binding	+	0.5609	56.09%
Aromatase binding	-	0.4899	48.99%
PPAR gamma	+	0.6508	65.08%
Honey bee toxicity	-	0.7872	78.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	+	0.8187	81.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL2885	P07451	Carbonic anhydrase III	88.28%	87.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.43%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.80%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.47%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.89%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.81%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%

Plants that contains it

• Lasiolaena morii

Cross-Links

• PubChem: 162872328
• LOTUS: LTS0238661
• wikiData: Q105003842