[1-[10,11-Dihydroxy-4,6,12,17,17-pentamethyl-18-(3,4,5-trihydroxyoxan-2-yl)oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylprop-2-enyl] acetate

Details

• Internal ID: fb54066f-fe08-4d24-b9a0-efd6b289271c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [1-[10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-(3,4,5-trihydroxyoxan-2-yl)oxy-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-8-yl]-2-methylprop-2-enyl] acetate
• SMILES (Canonical): CC1CC(OC2(C1C3(CCC45CC46CCC(C(C6CCC5C3(C2O)C)(C)C)OC7C(C(C(CO7)O)O)O)C)O)C(C(=C)C)OC(=O)C
• SMILES (Isomeric): CC1CC(OC2(C1C3(CCC45CC46CCC(C(C6CCC5C3(C2O)C)(C)C)OC7C(C(C(CO7)O)O)O)C)O)C(C(=C)C)OC(=O)C
• InChI: InChI=1S/C37H58O10/c1-18(2)28(45-20(4)38)22-15-19(3)29-33(7)13-14-36-17-35(36)12-11-25(46-30-27(41)26(40)21(39)16-44-30)32(5,6)23(35)9-10-24(36)34(33,8)31(42)37(29,43)47-22/h19,21-31,39-43H,1,9-17H2,2-8H3
• InChI Key: HUUPJZBIUHGBDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₀
• Molecular Weight: 662.80 g/mol
• Exact Mass: 662.40299804 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8823	88.23%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7506	75.06%
OATP2B1 inhibitior	-	0.7286	72.86%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.8939	89.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8026	80.26%
BSEP inhibitior	-	0.5725	57.25%
P-glycoprotein inhibitior	+	0.7644	76.44%
P-glycoprotein substrate	+	0.6163	61.63%
CYP3A4 substrate	+	0.7301	73.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	-	0.6812	68.12%
CYP2C19 inhibition	-	0.8370	83.70%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.8135	81.35%
CYP2C8 inhibition	+	0.7111	71.11%
CYP inhibitory promiscuity	-	0.9453	94.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6647	66.47%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.5309	53.09%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3854	38.54%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7216	72.16%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.4057	40.57%
Estrogen receptor binding	+	0.5888	58.88%
Androgen receptor binding	+	0.7375	73.75%
Thyroid receptor binding	-	0.5656	56.56%
Glucocorticoid receptor binding	+	0.6282	62.82%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.6370	63.70%
Honey bee toxicity	-	0.6208	62.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9875	98.75%

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	98.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.42%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	95.18%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	93.33%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.21%	82.69%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.30%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.16%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.77%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.48%	97.09%
CHEMBL3837	P07711	Cathepsin L	89.27%	96.61%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.45%	89.50%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.29%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.46%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.00%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.48%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.47%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.11%	92.86%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.58%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.38%	91.24%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.07%	97.53%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.78%	97.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.67%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.92%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.62%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.12%	82.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.34%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Actaea yunnanensis
• Verbesina macrophylla

Cross-Links

• PubChem: 162911792
• LOTUS: LTS0045314
• wikiData: Q105223071