(24R)-24-Acetoxycycloartane-3beta,25-diol

Details

• Internal ID: cd84ad93-a9a8-495f-9b64-2487f54620db
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(3R,6R)-2-hydroxy-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptan-3-yl] acetate
• SMILES (Canonical): CC(CCC(C(C)(C)O)OC(=O)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• SMILES (Isomeric): C[C@H](CC[C@H](C(C)(C)O)OC(=O)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• InChI: InChI=1S/C32H54O4/c1-20(9-12-26(28(5,6)35)36-21(2)33)22-13-15-30(8)24-11-10-23-27(3,4)25(34)14-16-31(23)19-32(24,31)18-17-29(22,30)7/h20,22-26,34-35H,9-19H2,1-8H3/t20-,22-,23+,24+,25+,26-,29-,30+,31-,32+/m1/s1
• InChI Key: HPQKOKRQWLFMFP-FQWGTIQDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₄
• Molecular Weight: 502.80 g/mol
• Exact Mass: 502.40221020 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6906	69.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	-	0.5630	56.30%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.8638	86.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6521	65.21%
P-glycoprotein inhibitior	-	0.4598	45.98%
P-glycoprotein substrate	-	0.6382	63.82%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.6711	67.11%
CYP2C19 inhibition	-	0.7867	78.67%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.7791	77.91%
CYP2C8 inhibition	-	0.6112	61.12%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7374	73.74%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9212	92.12%
Skin irritation	+	0.5731	57.31%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7402	74.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.6504	65.04%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7955	79.55%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4541	45.41%
Acute Oral Toxicity (c)	III	0.5867	58.67%
Estrogen receptor binding	+	0.6850	68.50%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	+	0.5519	55.19%
Glucocorticoid receptor binding	+	0.6522	65.22%
Aromatase binding	+	0.6946	69.46%
PPAR gamma	+	0.6352	63.52%
Honey bee toxicity	-	0.6514	65.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	99.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.18%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.99%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.97%	89.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.62%	96.61%
CHEMBL240	Q12809	HERG	89.02%	89.76%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.27%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.64%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.63%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.58%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.10%	93.00%
CHEMBL233	P35372	Mu opioid receptor	85.04%	97.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.98%	85.31%
CHEMBL3837	P07711	Cathepsin L	84.89%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.43%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.26%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	83.21%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.77%	97.29%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.91%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.66%	95.89%
CHEMBL5028	O14672	ADAM10	81.07%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.06%	82.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.99%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.92%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.50%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.39%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.26%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%

Plants that contains it

• Baccharis minutiflora
• Cistus halimifolius
• Dysoxylum malabaricum
• Heliotropium olgae
• Sideritis ibanyezii
• Tragopogon orientalis

Cross-Links

• PubChem: 101093182
• NPASS: NPC123629
• LOTUS: LTS0086471
• wikiData: Q105031835