(Z)-5-[(1R,2S,4aR,8aS)-1-(hydroxymethyl)-2,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: 5c129240-1aff-4464-ad98-88688722e1c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (Z)-5-[(1R,2S,4aR,8aS)-1-(hydroxymethyl)-2,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H32O3/c1-14(12-18(22)23)8-11-20(13-21)16(3)9-10-19(4)15(2)6-5-7-17(19)20/h6,12,16-17,21H,5,7-11,13H2,1-4H3,(H,22,23)/b14-12-/t16-,17-,19-,20+/m0/s1
• InChI Key: JPYCZNZJJGAYJR-JLLMCQIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.7623	76.23%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	-	0.2274	22.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5741	57.41%
BSEP inhibitior	-	0.6064	60.64%
P-glycoprotein inhibitior	-	0.7830	78.30%
P-glycoprotein substrate	-	0.8134	81.34%
CYP3A4 substrate	+	0.5883	58.83%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.9158	91.58%
CYP3A4 inhibition	-	0.6882	68.82%
CYP2C9 inhibition	-	0.6578	65.78%
CYP2C19 inhibition	-	0.7964	79.64%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	-	0.8061	80.61%
CYP2C8 inhibition	-	0.6584	65.84%
CYP inhibitory promiscuity	-	0.6529	65.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8528	85.28%
Skin irritation	-	0.7480	74.80%
Skin corrosion	-	0.9832	98.32%
Ames mutagenesis	-	0.7766	77.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.7475	74.75%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.5294	52.94%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7316	73.16%
Acute Oral Toxicity (c)	III	0.5748	57.48%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	+	0.7265	72.65%
Glucocorticoid receptor binding	+	0.7457	74.57%
Aromatase binding	+	0.6429	64.29%
PPAR gamma	+	0.7133	71.33%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.83%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.52%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.03%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.12%	93.00%

Plants that contains it

• Stevia polycephala

Cross-Links

• PubChem: 162908665
• LOTUS: LTS0163950
• wikiData: Q105133385