2-[(1S,4S,5S,6R,9S,10R,12R,14R)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]acetic acid

Details

• Internal ID: 761236c3-02d8-4251-a9d4-8aecbfe1991a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: 2-[(1S,4S,5S,6R,9S,10R,12R,14R)-4-(carboxymethyl)-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]acetic acid
• InChI: InChI=1S/C24H32O6/c1-11-6-14-20-17(22(20,4)5)7-13(3)23(21(14)29)10-12(2)16(9-19(27)28)24(23,30)15(11)8-18(25)26/h6,10,13-17,20,30H,7-9H2,1-5H3,(H,25,26)(H,27,28)/t13-,14+,15-,16+,17-,20+,23+,24+/m1/s1
• InChI Key: LPILXZUKZAMNLO-HJKQKUJRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₆
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.21988874 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.5769	57.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6140	61.40%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.8873	88.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5210	52.10%
P-glycoprotein inhibitior	-	0.6691	66.91%
P-glycoprotein substrate	+	0.5428	54.28%
CYP3A4 substrate	+	0.5813	58.13%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.7564	75.64%
CYP2C19 inhibition	-	0.8288	82.88%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.8306	83.06%
CYP2C8 inhibition	-	0.8189	81.89%
CYP inhibitory promiscuity	-	0.9285	92.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6154	61.54%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9192	91.92%
Skin irritation	+	0.4908	49.08%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6004	60.04%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5352	53.52%
skin sensitisation	-	0.6300	63.00%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9281	92.81%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7086	70.86%
Acute Oral Toxicity (c)	II	0.4408	44.08%
Estrogen receptor binding	+	0.5682	56.82%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6515	65.15%
Aromatase binding	-	0.4920	49.20%
PPAR gamma	+	0.5724	57.24%
Honey bee toxicity	-	0.8700	87.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.90%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.30%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.11%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.60%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.95%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.93%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.76%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.50%	91.11%

Plants that contains it

• Euphorbia peplus

Cross-Links

• PubChem: 162817235
• LOTUS: LTS0266776
• wikiData: Q105155199