(1R,4aR,4bR,7E,10aS)-7-(carboxymethylidene)-1,4a-dimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 72e4cf4e-f923-41d2-96d6-44593b4b5657
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aR,4bR,7E,10aS)-7-(carboxymethylidene)-1,4a-dimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• InChI: InChI=1S/C19H26O4/c1-18-8-3-9-19(2,17(22)23)15(18)7-5-13-10-12(11-16(20)21)4-6-14(13)18/h5,11,14-15H,3-4,6-10H2,1-2H3,(H,20,21)(H,22,23)/b12-11+/t14-,15+,18-,19-/m1/s1
• InChI Key: BYMPHAAVYPFXAE-ZFDKGAAGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₄
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.7140	71.40%
Blood Brain Barrier	+	0.6105	61.05%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.7197	71.97%
OATP1B3 inhibitior	-	0.3560	35.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5912	59.12%
BSEP inhibitior	+	0.7259	72.59%
P-glycoprotein inhibitior	-	0.8614	86.14%
P-glycoprotein substrate	-	0.8704	87.04%
CYP3A4 substrate	+	0.5855	58.55%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.9078	90.78%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.7595	75.95%
CYP2C8 inhibition	-	0.6826	68.26%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6272	62.72%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.7673	76.73%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.8554	85.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6801	68.01%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6248	62.48%
skin sensitisation	+	0.7532	75.32%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5966	59.66%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6544	65.44%
Acute Oral Toxicity (c)	III	0.6635	66.35%
Estrogen receptor binding	+	0.6672	66.72%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7851	78.51%
Aromatase binding	-	0.5553	55.53%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	95.39%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.76%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.98%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.88%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	82.79%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.48%	99.23%

Plants that contains it

• Baccharis tucumanensis

Cross-Links

• PubChem: 163047309
• LOTUS: LTS0031718
• wikiData: Q104949562