2-[[6,16-dihydroxy-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]phenanthren-3-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 681c14e3-6cee-471b-9587-4efe36183b1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[6,16-dihydroxy-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]phenanthren-3-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(CC(C(C(C)(C)O)O)O)C1C(CC2(C1(CC=C3C2CC(C4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)O)O)CO)O)C)C)O
• SMILES (Isomeric): CC(CC(C(C(C)(C)O)O)O)C1C(CC2(C1(CC=C3C2CC(C4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)O)O)CO)O)C)C)O
• InChI: InChI=1S/C35H60O11/c1-17(12-21(38)29(43)32(4,5)44)25-22(39)14-34(7)19-13-20(37)28-31(2,3)24(46-30-27(42)26(41)23(40)15-45-30)9-11-35(28,16-36)18(19)8-10-33(25,34)6/h8,17,19-30,36-44H,9-16H2,1-7H3
• InChI Key: OIIXZZPUXYCGNT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₀O₁₁
• Molecular Weight: 656.80 g/mol
• Exact Mass: 656.41356273 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7987	79.87%
Caco-2	-	0.8399	83.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7597	75.97%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	-	0.2190	21.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8042	80.42%
P-glycoprotein inhibitior	+	0.6811	68.11%
P-glycoprotein substrate	+	0.5991	59.91%
CYP3A4 substrate	+	0.7171	71.71%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9275	92.75%
CYP2C9 inhibition	-	0.8478	84.78%
CYP2C19 inhibition	-	0.8826	88.26%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.8660	86.60%
CYP2C8 inhibition	+	0.6728	67.28%
CYP inhibitory promiscuity	-	0.9213	92.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6739	67.39%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.5940	59.40%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7605	76.05%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5770	57.70%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9241	92.41%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.6561	65.61%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	-	0.5292	52.92%
Glucocorticoid receptor binding	+	0.5969	59.69%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.6365	63.65%
Honey bee toxicity	-	0.6553	65.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9368	93.68%

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	99.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.88%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.59%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	94.36%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.05%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.85%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.21%	92.88%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.48%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	86.09%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.10%	85.14%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.04%	98.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.46%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.28%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.98%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.79%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.02%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.99%	95.58%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.85%	92.78%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.69%	90.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.62%	91.07%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.24%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.34%	92.62%

Plants that contains it

• Astragalus orbiculatus

Cross-Links

• PubChem: 162916510
• LOTUS: LTS0198161
• wikiData: Q105192540