(1R,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-[(E)-3-methyl-5-[(2R)-3-methyl-5-oxo-2H-furan-2-yl]pent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 5e6402cc-a382-43b0-9435-688223223ce0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-[(E)-3-methyl-5-[(2R)-3-methyl-5-oxo-2H-furan-2-yl]pent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C25H38O5/c1-16(7-9-18-17(2)15-21(26)30-18)8-10-20-23(3)12-6-13-24(4,22(27)28)19(23)11-14-25(20,5)29/h7,15,18-20,29H,6,8-14H2,1-5H3,(H,27,28)/b16-7+/t18-,19-,20-,23+,24-,25-/m1/s1
• InChI Key: IYKWRWFFFLJWCZ-UOIPBLJYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₅
• Molecular Weight: 418.60 g/mol
• Exact Mass: 418.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7909	79.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7306	73.06%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	+	0.9737	97.37%
P-glycoprotein inhibitior	-	0.4869	48.69%
P-glycoprotein substrate	-	0.6374	63.74%
CYP3A4 substrate	+	0.6636	66.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9193	91.93%
CYP3A4 inhibition	+	0.6161	61.61%
CYP2C9 inhibition	-	0.9352	93.52%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.8707	87.07%
CYP2C8 inhibition	-	0.5976	59.76%
CYP inhibitory promiscuity	-	0.8727	87.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.9082	90.82%
Skin irritation	+	0.6948	69.48%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4641	46.41%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6272	62.72%
skin sensitisation	-	0.7837	78.37%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6686	66.86%
Acute Oral Toxicity (c)	III	0.5242	52.42%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.5677	56.77%
Thyroid receptor binding	+	0.6709	67.09%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.6814	68.14%
PPAR gamma	+	0.7849	78.49%
Honey bee toxicity	-	0.9144	91.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.70%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.50%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.71%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%

Plants that contains it

• Salvia mirzayanii

Cross-Links

• PubChem: 21604147
• LOTUS: LTS0184788
• wikiData: Q105122796