(2E,7S,10E,12R)-3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,10-diene-1,12-diol

Details

• Internal ID: 53aba3f5-8435-498c-911b-1cd3a35a4b62
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,7S,10E,12R)-3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,10-diene-1,12-diol
• SMILES (Canonical): CC(C)C(=C)CC(C(=CCCC(CCCC(=CCO)CO)CO)C)O
• SMILES (Isomeric): CC(C)C(=C)C[C@H](/C(=C/CC[C@H](CCC/C(=C\CO)/CO)CO)/C)O
• InChI: InChI=1S/C21H38O4/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/h7,11,16,19,21-25H,4-6,8-10,12-15H2,1-3H3/b17-7+,20-11+/t19-,21-/m1/s1
• InChI Key: GNDMMQFAFXCKOZ-RXHBZMGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₄
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.27700969 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 4
• 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	+	0.9370	93.70%
Caco-2	-	0.6240	62.40%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5164	51.64%
P-glycoprotein inhibitior	-	0.7678	76.78%
P-glycoprotein substrate	-	0.5979	59.79%
CYP3A4 substrate	+	0.5675	56.75%
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	-	0.8397	83.97%
CYP inhibitory promiscuity	-	0.8846	88.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7667	76.67%
Eye corrosion	-	0.9168	91.68%
Eye irritation	-	0.8371	83.71%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7351	73.51%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	+	0.5390	53.90%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.8830	88.30%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5786	57.86%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	-	0.4812	48.12%
Androgen receptor binding	-	0.7934	79.34%
Thyroid receptor binding	+	0.6642	66.42%
Glucocorticoid receptor binding	+	0.6098	60.98%
Aromatase binding	-	0.5414	54.14%
PPAR gamma	+	0.5802	58.02%
Honey bee toxicity	-	0.8344	83.44%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9200	92.00%
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
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.52%	96.09%
CHEMBL2885	P07451	Carbonic anhydrase III	90.56%	87.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.91%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	87.25%	97.34%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.98%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.91%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.92%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.59%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	82.03%	94.73%

Plants that contains it

• Lasiolaena morii

Cross-Links

• PubChem: 163104149
• LOTUS: LTS0241144
• wikiData: Q105012340