3-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-(6-methyl-5-oxohept-6-en-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid

Details

• Internal ID: ded2e5ed-e1ca-437a-9b41-fa7da25d0a54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-(6-methyl-5-oxohept-6-en-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid
• SMILES (Canonical): CC(CCC(=O)C(=C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(=O)O
• SMILES (Isomeric): CC(CCC(=O)C(=C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(=O)O
• InChI: InChI=1S/C41H64O13/c1-20(2)25(43)10-8-21(3)22-13-17-41(37(49)50)24-9-11-28-38(4,5)29(14-15-39(28,6)23(24)12-16-40(22,41)7)53-36-34(30(45)26(44)19-51-36)54-35-33(48)32(47)31(46)27(18-42)52-35/h21-22,26-36,42,44-48H,1,8-19H2,2-7H3,(H,49,50)
• InChI Key: VKMJXAJBUVITHN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₃
• Molecular Weight: 764.90 g/mol
• Exact Mass: 764.43469209 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7846	78.46%
Caco-2	-	0.8781	87.81%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8427	84.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7428	74.28%
OATP1B3 inhibitior	-	0.2654	26.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.6724	67.24%
P-glycoprotein inhibitior	+	0.7595	75.95%
P-glycoprotein substrate	+	0.5188	51.88%
CYP3A4 substrate	+	0.7305	73.05%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.8176	81.76%
CYP2C9 inhibition	-	0.8327	83.27%
CYP2C19 inhibition	-	0.9097	90.97%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.6915	69.15%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9112	91.12%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6845	68.45%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.7103	71.03%
Estrogen receptor binding	+	0.7567	75.67%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	-	0.6128	61.28%
Glucocorticoid receptor binding	+	0.6468	64.68%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.7191	71.91%
Honey bee toxicity	-	0.6509	65.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9810	98.10%

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	98.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.17%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.43%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.38%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.14%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.68%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.02%	92.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.68%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.85%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.28%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.86%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.72%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.58%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.45%	100.00%
CHEMBL5028	O14672	ADAM10	84.36%	97.50%
CHEMBL4040	P28482	MAP kinase ERK2	83.54%	83.82%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.48%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.86%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.78%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	82.68%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.32%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.88%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.68%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.22%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.60%	82.50%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.30%	96.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.13%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.02%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163018086
• LOTUS: LTS0128653
• wikiData: Q105287871