10-(hydroxymethyl)-4,4,13,14-tetramethyl-17-(4,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7,16-triol

Details

• Internal ID: bc6870ca-6366-4884-a854-22e4902e2040
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-(hydroxymethyl)-4,4,13,14-tetramethyl-17-(4,5,6-trihydroxy-6-methylheptan-2-yl)-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7,16-triol
• SMILES (Canonical): CC(CC(C(C(C)(C)O)O)O)C1C(CC2(C1(CC=C3C2C(CC4C3(CCC(C4(C)C)O)CO)O)C)C)O
• SMILES (Isomeric): CC(CC(C(C(C)(C)O)O)O)C1C(CC2(C1(CC=C3C2C(CC4C3(CCC(C4(C)C)O)CO)O)C)C)O
• InChI: InChI=1S/C30H52O7/c1-16(12-19(33)25(36)27(4,5)37)23-20(34)14-29(7)24-17(8-10-28(23,29)6)30(15-31)11-9-22(35)26(2,3)21(30)13-18(24)32/h8,16,18-25,31-37H,9-15H2,1-7H3
• InChI Key: LVIPPMJGCMNCBO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₇
• Molecular Weight: 524.70 g/mol
• Exact Mass: 524.37130399 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	-	0.6979	69.79%
Blood Brain Barrier	+	0.7885	78.85%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6914	69.14%
OATP2B1 inhibitior	-	0.5814	58.14%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.8764	87.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6467	64.67%
BSEP inhibitior	-	0.8061	80.61%
P-glycoprotein inhibitior	-	0.5912	59.12%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6787	67.87%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.9294	92.94%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.8855	88.55%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9156	91.56%
CYP2C8 inhibition	+	0.5489	54.89%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9400	94.00%
Skin irritation	+	0.4925	49.25%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3764	37.64%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8492	84.92%
Acute Oral Toxicity (c)	III	0.6975	69.75%
Estrogen receptor binding	+	0.7187	71.87%
Androgen receptor binding	+	0.7585	75.85%
Thyroid receptor binding	+	0.6027	60.27%
Glucocorticoid receptor binding	+	0.6939	69.39%
Aromatase binding	+	0.6570	65.70%
PPAR gamma	+	0.5540	55.40%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9710	97.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.68%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	95.93%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	95.59%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.99%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	89.69%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.56%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	87.21%	98.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.29%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.31%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.95%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.29%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.75%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.69%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.55%	97.29%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.51%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	80.86%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.65%	96.61%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.58%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.30%	100.00%

Plants that contains it

• Astragalus orbiculatus

Cross-Links

• PubChem: 162977009
• LOTUS: LTS0232849
• wikiData: Q105157869