17-(2,6-Dihydroxy-6-methylhept-4-en-2-yl)-4,4,8,10-tetramethyl-14-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,5,6,7,9,11,12,13,15,17-dodecahydrocyclopenta[a]phenanthren-16-one

Details

• Internal ID: 6c8b6853-6d16-4ddc-b25b-7d53e1225512
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-4,4,8,10-tetramethyl-14-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxy-1,2,3,5,6,7,9,11,12,13,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)O)O)C)CCC5C3(CC(=O)C5C(C)(CC=CC(C)(C)O)O)COC6C(C(C(C(O6)CO)O)O)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)O)O)C)CCC5C3(CC(=O)C5C(C)(CC=CC(C)(C)O)O)COC6C(C(C(C(O6)CO)O)O)O)C)C
• InChI: InChI=1S/C41H68O14/c1-36(2,50)13-8-14-40(7,51)28-21-9-10-26-38(5)15-12-27(55-34-32(48)29(45)23(44)19-52-34)37(3,4)25(38)11-16-39(26,6)41(21,17-22(28)43)20-53-35-33(49)31(47)30(46)24(18-42)54-35/h8,13,21,23-35,42,44-51H,9-12,14-20H2,1-7H3
• InChI Key: VBKOGDDRGMIPNJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₄
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.46090684 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6748	67.48%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8145	81.45%
OATP1B3 inhibitior	+	0.8202	82.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6047	60.47%
P-glycoprotein inhibitior	+	0.7752	77.52%
P-glycoprotein substrate	-	0.5783	57.83%
CYP3A4 substrate	+	0.7516	75.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.9261	92.61%
CYP2C8 inhibition	+	0.6931	69.31%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6730	67.30%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6675	66.75%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6631	66.31%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8215	82.15%
Acute Oral Toxicity (c)	I	0.5665	56.65%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	+	0.7419	74.19%
Thyroid receptor binding	-	0.5534	55.34%
Glucocorticoid receptor binding	+	0.6814	68.14%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.6375	63.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9202	92.02%

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	97.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	93.35%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.38%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.01%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.95%	92.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.82%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.40%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	89.15%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	88.50%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.90%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.06%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.36%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.55%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.20%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.10%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.21%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.11%	91.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.88%	97.33%
CHEMBL1871	P10275	Androgen Receptor	80.79%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.59%	99.17%
CHEMBL1902	P62942	FK506-binding protein 1A	80.37%	97.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.05%	86.92%

Plants that contains it

• Hovenia dulcis

Cross-Links

• PubChem: 162883927
• LOTUS: LTS0042980
• wikiData: Q105283315