3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: 3e97f865-7f23-4767-a22d-a0758f0b7fc8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C=O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C=O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
• InChI: InChI=1S/C48H80O18/c1-23(2)9-8-15-47(7,66-42-39(60)36(57)33(54)27(20-50)62-42)25-12-16-45(5)24(25)10-11-30-46(45,6)17-13-29-44(3,4)31(14-18-48(29,30)22-52)64-43-40(37(58)34(55)28(21-51)63-43)65-41-38(59)35(56)32(53)26(19-49)61-41/h9,22,24-43,49-51,53-60H,8,10-21H2,1-7H3
• InChI Key: LNTGIIOHABLYMJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₁₈
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.53446570 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7262	72.62%
Caco-2	-	0.8951	89.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8444	84.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	-	0.2896	28.96%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8413	84.13%
P-glycoprotein inhibitior	+	0.7545	75.45%
P-glycoprotein substrate	-	0.7069	70.69%
CYP3A4 substrate	+	0.7195	71.95%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.9669	96.69%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.8843	88.43%
CYP2C8 inhibition	+	0.6935	69.35%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6585	65.85%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9050	90.50%
Skin irritation	-	0.6056	60.56%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5172	51.72%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7133	71.33%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	-	0.5294	52.94%
Glucocorticoid receptor binding	+	0.7129	71.29%
Aromatase binding	+	0.6364	63.64%
PPAR gamma	+	0.7662	76.62%
Honey bee toxicity	-	0.5406	54.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9605	96.05%

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	96.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.37%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.20%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.65%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.40%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.23%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.88%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.37%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.70%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.20%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.53%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.11%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.87%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.39%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.08%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.59%	91.49%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.73%	94.33%
CHEMBL259	P32245	Melanocortin receptor 4	81.10%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.63%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.27%	92.78%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 162981149
• LOTUS: LTS0125541
• wikiData: Q105154478