9-[3-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

Details

• Internal ID: f5013a55-a0d5-4bcc-8759-ef9acbb765f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 9-[3-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7C(CCC7(CCC6(C5(CCC4C3(C)CO)C)C)C(=O)O)C(=C)C)C)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7C(CCC7(CCC6(C5(CCC4C3(C)CO)C)C)C(=O)O)C(=C)C)C)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O
• InChI: InChI=1S/C47H76O17/c1-21(2)23-10-15-47(42(57)58)17-16-45(6)24(30(23)47)8-9-28-43(4)13-12-29(44(5,20-49)27(43)11-14-46(28,45)7)62-41-38(32(52)25(50)19-59-41)64-40-36(56)37(31(51)22(3)60-40)63-39-35(55)34(54)33(53)26(18-48)61-39/h22-41,48-56H,1,8-20H2,2-7H3,(H,57,58)
• InChI Key: LJYQTVLTBUPBBR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6980	69.80%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8487	84.87%
OATP1B3 inhibitior	+	0.8452	84.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.7264	72.64%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.5674	56.74%
CYP3A4 substrate	+	0.7383	73.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.9055	90.55%
CYP2C8 inhibition	+	0.7370	73.70%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9059	90.59%
Skin irritation	+	0.5344	53.44%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5924	59.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8324	83.24%
Acute Oral Toxicity (c)	I	0.5670	56.70%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6635	66.35%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.7753	77.53%
Honey bee toxicity	-	0.6333	63.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9592	95.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL233	P35372	Mu opioid receptor	95.06%	97.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.91%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.26%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.11%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.09%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.15%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.05%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.33%	98.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.12%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.84%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.64%	94.45%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.62%	85.83%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.48%	96.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.46%	97.86%
CHEMBL340	P08684	Cytochrome P450 3A4	85.27%	91.19%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.96%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.85%	95.89%
CHEMBL5028	O14672	ADAM10	84.43%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.72%	94.33%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.63%	91.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.57%	97.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.97%	92.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.56%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.91%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	81.38%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.70%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.01%	100.00%

Plants that contains it

• Pulsatilla cernua

Cross-Links

• PubChem: 72755208
• LOTUS: LTS0163656
• wikiData: Q105152906