(2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21S,22R)-2-hydroxy-3,8,8,17,19-pentamethyl-22-prop-1-en-2-yl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 9609e966-f5e7-4065-b83b-aa89673292d9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21S,22R)-2-hydroxy-3,8,8,17,19-pentamethyl-22-prop-1-en-2-yl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)C)O2)C(=C)C
• SMILES (Isomeric): C[C@@H]1C[C@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@@H]7CC[C@H]6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)O2)C(=C)C
• InChI: InChI=1S/C35H54O8/c1-17(2)26-20-14-18(3)27-31(6)12-13-34-16-33(34)11-10-23(41-28-25(38)24(37)19(36)15-40-28)30(4,5)21(33)8-9-22(34)32(31,7)29(39)35(27,42-20)43-26/h18-29,36-39H,1,8-16H2,2-7H3/t18-,19-,20+,21+,22+,23+,24+,25-,26-,27-,28+,29-,31-,32-,33-,34+,35+/m1/s1
• InChI Key: CVBALRXHSITZGC-QGOOFDLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₈
• Molecular Weight: 602.80 g/mol
• Exact Mass: 602.38186868 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8669	86.69%
Caco-2	-	0.8376	83.76%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6750	67.50%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7514	75.14%
P-glycoprotein inhibitior	+	0.6499	64.99%
P-glycoprotein substrate	+	0.5641	56.41%
CYP3A4 substrate	+	0.7085	70.85%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.8536	85.36%
CYP2C9 inhibition	-	0.7053	70.53%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.8144	81.44%
CYP2C8 inhibition	+	0.7021	70.21%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9223	92.23%
Skin irritation	-	0.5645	56.45%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5324	53.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7647	76.47%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8451	84.51%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5609	56.09%
Acute Oral Toxicity (c)	I	0.4086	40.86%
Estrogen receptor binding	-	0.4808	48.08%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	-	0.5284	52.84%
Glucocorticoid receptor binding	+	0.5797	57.97%
Aromatase binding	+	0.6928	69.28%
PPAR gamma	+	0.6254	62.54%
Honey bee toxicity	-	0.6375	63.75%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	98.68%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.84%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.58%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.50%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	90.66%	95.92%
CHEMBL1951	P21397	Monoamine oxidase A	90.54%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.93%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.76%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	88.91%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.77%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.21%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.14%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.98%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.87%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.87%	82.69%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.68%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL233	P35372	Mu opioid receptor	84.94%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	84.54%	91.19%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.01%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.11%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.52%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	82.42%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	81.53%	95.38%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.43%	89.34%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.22%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.36%	91.24%

Plants that contains it

• Actaea cimicifuga
• Actaea dahurica

Cross-Links

• PubChem: 10371422
• NPASS: NPC253524