(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-8a-carboxy-12-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 16bce1bc-02e4-4c7f-b1b7-b17f2bccdecc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-8a-carboxy-12-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C2C1O)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4[C@@H](C(CC5)(C)C)O)C(=O)O)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
• InChI: InChI=1S/C36H56O11/c1-31(2)13-15-36(30(44)45)16-14-34(5)18(22(36)27(31)41)7-8-20-32(3)11-10-21(33(4,17-37)19(32)9-12-35(20,34)6)46-29-25(40)23(38)24(39)26(47-29)28(42)43/h7,19-27,29,37-41H,8-17H2,1-6H3,(H,42,43)(H,44,45)/t19-,20-,21+,22-,23+,24+,25-,26+,27+,29-,32+,33+,34-,35-,36+/m1/s1
• InChI Key: JSTDGMUSVYYABL-RSVYNJIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₁
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.38226260 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8287	82.87%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8922	89.22%
OATP2B1 inhibitior	-	0.5887	58.87%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	-	0.4453	44.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6224	62.24%
BSEP inhibitior	-	0.6386	63.86%
P-glycoprotein inhibitior	+	0.7211	72.11%
P-glycoprotein substrate	-	0.7648	76.48%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	-	0.8004	80.04%
CYP2C19 inhibition	-	0.8872	88.72%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.7486	74.86%
CYP2C8 inhibition	+	0.7393	73.93%
CYP inhibitory promiscuity	-	0.9181	91.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.5845	58.45%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7309	73.09%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5980	59.80%
Acute Oral Toxicity (c)	III	0.7818	78.18%
Estrogen receptor binding	+	0.6522	65.22%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	-	0.6000	60.00%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.8215	82.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9814	98.14%

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	94.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.75%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.33%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.56%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.43%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.57%	91.07%
CHEMBL5028	O14672	ADAM10	82.14%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.12%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.78%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.47%	100.00%

Plants that contains it

• Ilex rotunda

Cross-Links

• PubChem: 162851501
• LOTUS: LTS0188764
• wikiData: Q105134561