11-hydroxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,12a-tetramethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: acb0b05d-cb56-4dc2-ab1b-d624d77d1cf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 11-hydroxy-9-(hydroxymethyl)-2-methoxycarbonyl-2,6a,6b,12a-tetramethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(CC5(CO)OC6C(C(C(CO6)O)O)O)O)C)C)C2C1)C)C(=O)O)C(=O)OC
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(CC5(CO)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)C)C)C2C1)C)C(=O)O)C(=O)OC
• InChI: InChI=1S/C35H54O11/c1-30(29(43)44-5)10-12-34(28(41)42)13-11-32(3)20(21(34)16-30)6-7-23-31(2)14-19(37)15-35(18-36,24(31)8-9-33(23,32)4)46-27-26(40)25(39)22(38)17-45-27/h6,19,21-27,36-40H,7-18H2,1-5H3,(H,41,42)/t19?,21?,22-,23?,24?,25+,26-,27+,30?,31?,32?,33?,34?,35?/m1/s1
• InChI Key: WCJQPPQZUSDSGI-FUMSLCEUSA-N
• Popularity: 0 references 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): 183.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7353	73.53%
Caco-2	-	0.8443	84.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	0.5837	58.37%
OATP1B1 inhibitior	+	0.7707	77.07%
OATP1B3 inhibitior	+	0.7945	79.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	-	0.6051	60.51%
P-glycoprotein inhibitior	+	0.7092	70.92%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7094	70.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.8380	83.80%
CYP2C9 inhibition	-	0.9140	91.40%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.8447	84.47%
CYP2C8 inhibition	+	0.6848	68.48%
CYP inhibitory promiscuity	-	0.9734	97.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6867	68.67%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.5947	59.47%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6848	68.48%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8184	81.84%
skin sensitisation	-	0.9183	91.83%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4665	46.65%
Acute Oral Toxicity (c)	III	0.6651	66.51%
Estrogen receptor binding	+	0.6826	68.26%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	-	0.5871	58.71%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	+	0.6675	66.75%
PPAR gamma	+	0.6227	62.27%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9118	91.18%

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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.32%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	88.49%	83.82%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.08%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.72%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.45%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.90%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.38%	91.07%
CHEMBL5028	O14672	ADAM10	83.54%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.73%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.25%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.90%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.82%	96.90%

Plants that contains it

• Phytolacca acinosa
• Phytolacca americana
• Phytolacca dodecandra
• Phytolacca icosandra
• Phytolacca octandra

Cross-Links

• PubChem: 5317214
• NPASS: NPC173727
• LOTUS: LTS0077353
• wikiData: Q105301816