methyl (5S,6E,10Z,14E,15aS)-5-hydroxy-3,6,14-trimethyl-2,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-10-carboxylate

Details

• Internal ID: 37877ca6-768e-45f2-bd03-353491dcdac2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (5S,6E,10Z,14E,15aS)-5-hydroxy-3,6,14-trimethyl-2,4,5,8,9,12,13,15a-octahydrocyclotetradeca[b]furan-10-carboxylate
• InChI: InChI=1S/C21H30O4/c1-14-7-5-9-17(21(23)24-4)10-6-8-15(2)19(22)12-18-16(3)13-25-20(18)11-14/h8-9,11,19-20,22H,5-7,10,12-13H2,1-4H3/b14-11+,15-8+,17-9-/t19-,20-/m0/s1
• InChI Key: OCECFDGDAVQDAG-OOTPITACSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7155	71.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9212	92.12%
P-glycoprotein inhibitior	+	0.5941	59.41%
P-glycoprotein substrate	-	0.7451	74.51%
CYP3A4 substrate	+	0.6218	62.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.6329	63.29%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	+	0.6194	61.94%
CYP2C8 inhibition	-	0.5772	57.72%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6641	66.41%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.6017	60.17%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5515	55.15%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6895	68.95%
Acute Oral Toxicity (c)	III	0.4651	46.51%
Estrogen receptor binding	-	0.5837	58.37%
Androgen receptor binding	-	0.6345	63.45%
Thyroid receptor binding	-	0.5740	57.40%
Glucocorticoid receptor binding	+	0.5509	55.09%
Aromatase binding	-	0.6035	60.35%
PPAR gamma	+	0.6086	60.86%
Honey bee toxicity	-	0.7962	79.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9365	93.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.75%	83.82%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.64%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.59%	94.45%
CHEMBL5028	O14672	ADAM10	82.16%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.53%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21635858
• LOTUS: LTS0269059
• wikiData: Q105189321