methyl (E)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-6-oxo-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoate

Details

• Internal ID: a38a0d47-b1aa-4f63-a7fa-27c0ec6c0cff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (E)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-6-oxo-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoate
• InChI: InChI=1S/C21H32O3/c1-14(13-19(23)24-6)9-11-20(4)15(2)10-12-21(5)16(3)17(22)7-8-18(20)21/h13,15,18H,3,7-12H2,1-2,4-6H3/b14-13+/t15-,18-,20+,21+/m1/s1
• InChI Key: ZVAFNAGXPSZGMM-NOEHTLDFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7868	78.68%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7717	77.17%
OATP2B1 inhibitior	-	0.8688	86.88%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.8698	86.98%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6147	61.47%
P-glycoprotein inhibitior	+	0.6580	65.80%
P-glycoprotein substrate	-	0.7256	72.56%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.6175	61.75%
CYP2C9 inhibition	-	0.8651	86.51%
CYP2C19 inhibition	-	0.6703	67.03%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	-	0.6110	61.10%
CYP inhibitory promiscuity	-	0.8300	83.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8078	80.78%
Skin irritation	-	0.5987	59.87%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8465	84.65%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6499	64.99%
skin sensitisation	-	0.6412	64.12%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.8674	86.74%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	+	0.5302	53.02%
Thyroid receptor binding	+	0.7282	72.82%
Glucocorticoid receptor binding	+	0.7352	73.52%
Aromatase binding	+	0.7044	70.44%
PPAR gamma	-	0.5908	59.08%
Honey bee toxicity	-	0.7841	78.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.66%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.89%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.50%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.41%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.86%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.32%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.11%	90.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.90%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.02%	95.50%

Plants that contains it

• Solidago altissima

Cross-Links

• PubChem: 101036871
• LOTUS: LTS0259542
• wikiData: Q105384192