(Z)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: 461634c9-a93c-4438-84c2-a14e7ac8e8f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H32O2/c1-14(13-18(21)22)9-11-19(4)16(3)10-12-20(5)15(2)7-6-8-17(19)20/h13,16-17H,2,6-12H2,1,3-5H3,(H,21,22)/b14-13-/t16-,17-,19+,20+/m1/s1
• InChI Key: XSMNGDCOAWRVBS-ILDQDMSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.7463	74.63%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3520	35.20%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8236	82.36%
OATP1B3 inhibitior	-	0.3413	34.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6997	69.97%
P-glycoprotein inhibitior	-	0.6607	66.07%
P-glycoprotein substrate	-	0.8740	87.40%
CYP3A4 substrate	+	0.5770	57.70%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	-	0.6040	60.40%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	-	0.6617	66.17%
CYP inhibitory promiscuity	-	0.7568	75.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.7996	79.96%
Skin irritation	-	0.5272	52.72%
Skin corrosion	-	0.9800	98.00%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6598	65.98%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6031	60.31%
skin sensitisation	+	0.6708	67.08%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.8468	84.68%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.5213	52.13%
Thyroid receptor binding	+	0.7383	73.83%
Glucocorticoid receptor binding	+	0.7451	74.51%
Aromatase binding	+	0.7695	76.95%
PPAR gamma	+	0.5542	55.42%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL2061	P19793	Retinoid X receptor alpha	87.04%	91.67%
CHEMBL233	P35372	Mu opioid receptor	85.94%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.15%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.90%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.64%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.67%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.52%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.44%	100.00%

Plants that contains it

• Ageratina ixiocladon

Cross-Links

• PubChem: 14193904
• LOTUS: LTS0106413
• wikiData: Q105341101