(1S,3R,6S,8R,12R,13R,15R,16R,18S)-15-[(2R,5R)-5,6-dihydroxy-6-methyl-4-oxoheptan-2-yl]-13,18-dihydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one

Details

• Internal ID: 32b24ffc-10b6-4cea-a063-b9b5f98d1604
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,8R,12R,13R,15R,16R,18S)-15-[(2R,5R)-5,6-dihydroxy-6-methyl-4-oxoheptan-2-yl]-13,18-dihydroxy-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one
• SMILES (Canonical): CC(CC(=O)C(C(C)(C)O)O)C1C(=O)C(C2(C1(CC(C34C2=CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)O)C)C)O
• SMILES (Isomeric): C[C@H](CC(=O)[C@@H](C(C)(C)O)O)[C@H]1C(=O)[C@@H]([C@@]2([C@@]1(C[C@@H]([C@]34C2=CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)C)C)O
• InChI: InChI=1S/C35H54O11/c1-16(12-17(36)27(42)31(4,5)44)23-25(40)28(43)33(7)20-9-8-19-30(2,3)22(46-29-26(41)24(39)18(37)14-45-29)10-11-34(19)15-35(20,34)21(38)13-32(23,33)6/h9,16,18-19,21-24,26-29,37-39,41-44H,8,10-15H2,1-7H3/t16-,18-,19+,21+,22+,23+,24+,26-,27+,28+,29+,32-,33-,34-,35+/m1/s1
• InChI Key: UKLWWAWPXSXYQS-ZHQISQGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₁₁
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.36661253 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.8432	84.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8187	81.87%
OATP1B3 inhibitior	+	0.9014	90.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6850	68.50%
BSEP inhibitior	-	0.5503	55.03%
P-glycoprotein inhibitior	+	0.7224	72.24%
P-glycoprotein substrate	+	0.6451	64.51%
CYP3A4 substrate	+	0.7268	72.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.5794	57.94%
CYP2C19 inhibition	-	0.8623	86.23%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8091	80.91%
CYP2C8 inhibition	+	0.6307	63.07%
CYP inhibitory promiscuity	-	0.9158	91.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9237	92.37%
Skin irritation	-	0.5203	52.03%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7559	75.59%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6130	61.30%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.5151	51.51%
Estrogen receptor binding	+	0.6672	66.72%
Androgen receptor binding	+	0.7728	77.28%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	+	0.6934	69.34%
Aromatase binding	+	0.7025	70.25%
PPAR gamma	+	0.6516	65.16%
Honey bee toxicity	-	0.7411	74.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	99.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.37%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.31%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.01%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.20%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.84%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.31%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.57%	95.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.43%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.27%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.19%	90.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.83%	96.47%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.67%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.32%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.50%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.32%	96.61%
CHEMBL1871	P10275	Androgen Receptor	80.25%	96.43%

Plants that contains it

• Actaea cimicifuga

Cross-Links

• PubChem: 10032201
• LOTUS: LTS0114526
• wikiData: Q105274667