(1S,2R,4aR,6aR,6aR,6bR,8aR,10S,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylic acid

Details

• Internal ID: c706a8ca-543a-4abf-9275-6bab31f34d86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aR,6aR,6aR,6bR,8aR,10S,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1(C)O)C(=O)O)C)C)(C)C)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC[C@]2(CC[C@@]1(C)O)C(=O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C41H68O13/c1-20-27-21-8-9-25-37(4)12-11-26(53-34-32(28(44)22(43)19-51-34)54-33-31(47)30(46)29(45)23(18-42)52-33)36(2,3)24(37)10-13-39(25,6)38(21,5)14-16-41(27,35(48)49)17-15-40(20,7)50/h20-34,42-47,50H,8-19H2,1-7H3,(H,48,49)/t20-,21+,22-,23+,24-,25+,26-,27+,28-,29+,30-,31+,32+,33-,34-,37-,38+,39+,40+,41+/m0/s1
• InChI Key: HTVAFNFKGNFCRI-SBKKOVQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₃
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.46599222 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4664	46.64%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7843	78.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8264	82.64%
OATP1B3 inhibitior	+	0.7883	78.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7996	79.96%
P-glycoprotein inhibitior	+	0.7566	75.66%
P-glycoprotein substrate	-	0.6373	63.73%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9040	90.40%
CYP2C8 inhibition	+	0.6156	61.56%
CYP inhibitory promiscuity	-	0.9854	98.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6524	65.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6471	64.71%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8934	89.34%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9080	90.80%
Acute Oral Toxicity (c)	III	0.5442	54.42%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	-	0.6288	62.88%
Glucocorticoid receptor binding	+	0.5911	59.11%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.7041	70.41%
Honey bee toxicity	-	0.6491	64.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.8193	81.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	96.03%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.43%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.08%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.97%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.69%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.47%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	87.12%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.35%	92.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.88%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.82%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.53%	96.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.73%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.71%	91.19%
CHEMBL220	P22303	Acetylcholinesterase	83.48%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.29%	94.33%
CHEMBL233	P35372	Mu opioid receptor	82.62%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.33%	100.00%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.71%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.78%	99.17%

Plants that contains it

• Caulophyllum thalictroides

Cross-Links

• PubChem: 44179787
• LOTUS: LTS0242175
• wikiData: Q105033615