(2S,6S,9R,11R,12S,13R,15R,16R)-2,9,13-trihydroxy-15-[(2R)-6-hydroxy-6-methyl-4-oxoheptan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3(8)-dien-14-one

Details

• Internal ID: 3f4914a6-bec8-441c-872e-95f84bf24e3c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,6S,9R,11R,12S,13R,15R,16R)-2,9,13-trihydroxy-15-[(2R)-6-hydroxy-6-methyl-4-oxoheptan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxytetracyclo[9.7.0.03,8.012,16]octadeca-1(18),3(8)-dien-14-one
• SMILES (Canonical): CC(CC(=O)CC(C)(C)O)C1C(=O)C(C2(C1(CC=C3C2CC(C4=C(C3O)CCC(C4(C)C)OC5C(C(C(CO5)O)O)O)O)C)C)O
• SMILES (Isomeric): C[C@H](CC(=O)CC(C)(C)O)[C@H]1C(=O)[C@@H]([C@@]2([C@@]1(CC=C3[C@H]2C[C@H](C4=C([C@H]3O)CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O)O)C)C)O
• InChI: InChI=1S/C35H54O11/c1-16(12-17(36)14-32(2,3)44)24-28(41)30(43)35(7)20-13-21(37)25-19(26(39)18(20)10-11-34(24,35)6)8-9-23(33(25,4)5)46-31-29(42)27(40)22(38)15-45-31/h10,16,20-24,26-27,29-31,37-40,42-44H,8-9,11-15H2,1-7H3/t16-,20-,21-,22+,23+,24+,26+,27+,29-,30+,31+,34-,35-/m1/s1
• InChI Key: FTFRJFZOBHYBTA-JQMMWLCGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₁₁
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.36661253 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9037	90.37%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8230	82.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7308	73.08%
BSEP inhibitior	-	0.5223	52.23%
P-glycoprotein inhibitior	+	0.7080	70.80%
P-glycoprotein substrate	+	0.6135	61.35%
CYP3A4 substrate	+	0.7213	72.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.6649	66.49%
CYP2C19 inhibition	-	0.8653	86.53%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.8022	80.22%
CYP2C8 inhibition	+	0.6822	68.22%
CYP inhibitory promiscuity	-	0.9257	92.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.5139	51.39%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7334	73.34%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5323	53.23%
skin sensitisation	-	0.8804	88.04%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7921	79.21%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.7569	75.69%
Androgen receptor binding	+	0.7158	71.58%
Thyroid receptor binding	-	0.5297	52.97%
Glucocorticoid receptor binding	+	0.6838	68.38%
Aromatase binding	+	0.7057	70.57%
PPAR gamma	+	0.6493	64.93%
Honey bee toxicity	-	0.7248	72.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9710	97.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.98%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.77%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	89.58%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.15%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.84%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.95%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.82%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.67%	89.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.30%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.83%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.30%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.13%	92.78%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.70%	90.93%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.39%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.34%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.12%	90.71%

Plants that contains it

• Actaea podocarpa

Cross-Links

• PubChem: 16110013
• LOTUS: LTS0035251
• wikiData: Q105001028