3-[[(4aR,5S,6R,8aR)-5-[2-[(3R,5S)-5-[(2S,4R)-4-[2-[(1S,2R,4aR,8aR)-5-[(2-carboxyacetyl)oxymethyl]-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]oxolan-2-yl]oxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 0d54aa51-c2c2-4870-b5b1-6f0857f7e2b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 3-[[(4aR,5S,6R,8aR)-5-[2-[(3R,5S)-5-[(2S,4R)-4-[2-[(1S,2R,4aR,8aR)-5-[(2-carboxyacetyl)oxymethyl]-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]oxolan-2-yl]oxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy]-3-oxopropanoic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3CC(OC3)OC4CC(CO4)CCC5(C(CCC6(C5CCC=C6COC(=O)CC(=O)O)C)C)C)CCC=C2COC(=O)CC(=O)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@@H]3C[C@@H](OC3)O[C@H]4C[C@H](CO4)CC[C@]5([C@@H](CC[C@@]6([C@@H]5CCC=C6COC(=O)CC(=O)O)C)C)C)CCC=C2COC(=O)CC(=O)O)C
• InChI: InChI=1S/C46H70O11/c1-29-13-17-45(5)33(27-53-39(51)23-37(47)48)9-7-11-35(45)43(29,3)19-15-31-21-41(55-25-31)57-42-22-32(26-56-42)16-20-44(4)30(2)14-18-46(6)34(10-8-12-36(44)46)28-54-40(52)24-38(49)50/h9-10,29-32,35-36,41-42H,7-8,11-28H2,1-6H3,(H,47,48)(H,49,50)/t29-,30-,31-,32-,35-,36-,41+,42+,43+,44+,45+,46+/m1/s1
• InChI Key: NCYCDPNOVRNLKZ-POSFNOIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₀O₁₁
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.49181304 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 8.88
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.8483	84.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5271	52.71%
BSEP inhibitior	+	0.9744	97.44%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	-	0.5219	52.19%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.7402	74.02%
CYP2C9 inhibition	-	0.8931	89.31%
CYP2C19 inhibition	-	0.9314	93.14%
CYP2D6 inhibition	-	0.9419	94.19%
CYP1A2 inhibition	-	0.8716	87.16%
CYP2C8 inhibition	+	0.7431	74.31%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4191	41.91%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8987	89.87%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6308	63.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3615	36.15%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7213	72.13%
Acute Oral Toxicity (c)	III	0.4105	41.05%
Estrogen receptor binding	+	0.7554	75.54%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	-	0.4926	49.26%
Glucocorticoid receptor binding	+	0.6393	63.93%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.6767	67.67%
Honey bee toxicity	-	0.8009	80.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	96.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.34%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.98%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.13%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	88.77%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	87.07%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.98%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.70%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.36%	95.56%
CHEMBL1914	P06276	Butyrylcholinesterase	80.88%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%

Plants that contains it

• Ageratum conyzoides
• Baccharis heterophylla
• Baccharis patagonica
• Baccharis peruviana
• Ophryosporus charua
• Ophryosporus macrodon

Cross-Links

• PubChem: 162903609
• LOTUS: LTS0119057
• wikiData: Q105144241