Trimethyl 6-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4,8-tricarboxylate

Details

• Internal ID: be4bbc42-80b5-4487-8fe4-78ef81a851d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C20-gibberellins
• IUPAC Name: trimethyl 6-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4,8-tricarboxylate
• SMILES (Canonical): CC1(CC(CC2(C1C(C34C2CCC(C3)C(=C)C4)C(=O)OC)C(=O)OC)O)C(=O)OC
• SMILES (Isomeric): CC1(CC(CC2(C1C(C34C2CCC(C3)C(=C)C4)C(=O)OC)C(=O)OC)O)C(=O)OC
• InChI: InChI=1S/C23H32O7/c1-12-8-22-9-13(12)6-7-15(22)23(20(27)30-5)11-14(24)10-21(2,19(26)29-4)17(23)16(22)18(25)28-3/h13-17,24H,1,6-11H2,2-5H3
• InChI Key: XTEJHNRXNMQIMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₇
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.21480336 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.5550	55.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.8951	89.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.8266	82.66%
P-glycoprotein inhibitior	-	0.6832	68.32%
P-glycoprotein substrate	-	0.5094	50.94%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.6852	68.52%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8390	83.90%
CYP2C8 inhibition	-	0.6896	68.96%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.5775	57.75%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6193	61.93%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7026	70.26%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5581	55.81%
Acute Oral Toxicity (c)	III	0.5441	54.41%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.6412	64.12%
Thyroid receptor binding	+	0.6004	60.04%
Glucocorticoid receptor binding	+	0.7437	74.37%
Aromatase binding	+	0.6221	62.21%
PPAR gamma	+	0.6409	64.09%
Honey bee toxicity	-	0.7945	79.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.46%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.01%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.19%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	86.48%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.42%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.76%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.70%	96.77%
CHEMBL2581	P07339	Cathepsin D	81.31%	98.95%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.13%	96.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.00%	94.45%

Plants that contains it

• Marah macrocarpa

Cross-Links

• PubChem: 163075611
• LOTUS: LTS0054717
• wikiData: Q105341514