(6R)-6-[(1S,3S,4S,6S,7R,8R,11S,12S,15R,16R)-4,6-dihydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-1-en-3-one

Details

• Internal ID: af48f19d-4f27-405d-8864-ae30bc62eb7e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (6R)-6-[(1S,3S,4S,6S,7R,8R,11S,12S,15R,16R)-4,6-dihydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-1-en-3-one
• SMILES (Canonical): CC(CCC(=O)C(=C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)CO)O)O)C)C
• SMILES (Isomeric): C[C@H](CCC(=O)C(=C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)[C@H](C[C@@H]([C@@]5(C)CO)O)O)C)C
• InChI: InChI=1S/C30H48O4/c1-18(2)21(32)8-7-19(3)20-11-12-28(6)23-10-9-22-26(4,17-31)24(33)15-25(34)30(22)16-29(23,30)14-13-27(20,28)5/h19-20,22-25,31,33-34H,1,7-17H2,2-6H3/t19-,20-,22+,23+,24+,25+,26+,27-,28+,29+,30-/m1/s1
• InChI Key: WOZSKSVCEZVZCC-LHKYTSDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	-	0.6293	62.93%
Blood Brain Barrier	+	0.6856	68.56%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5227	52.27%
OATP2B1 inhibitior	-	0.5633	56.33%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5280	52.80%
BSEP inhibitior	+	0.7419	74.19%
P-glycoprotein inhibitior	-	0.5949	59.49%
P-glycoprotein substrate	+	0.5313	53.13%
CYP3A4 substrate	+	0.6859	68.59%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.8218	82.18%
CYP2C9 inhibition	-	0.6817	68.17%
CYP2C19 inhibition	-	0.8670	86.70%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8670	86.70%
CYP2C8 inhibition	-	0.5670	56.70%
CYP inhibitory promiscuity	-	0.8378	83.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.5125	51.25%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6565	65.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.6811	68.11%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6310	63.10%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6905	69.05%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.6744	67.44%
Androgen receptor binding	+	0.7804	78.04%
Thyroid receptor binding	+	0.6199	61.99%
Glucocorticoid receptor binding	+	0.7471	74.71%
Aromatase binding	+	0.7531	75.31%
PPAR gamma	+	0.6861	68.61%
Honey bee toxicity	-	0.7154	71.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	98.77%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.80%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	95.16%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.11%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.14%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.44%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.56%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.95%	96.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.58%	98.05%
CHEMBL340	P08684	Cytochrome P450 3A4	86.01%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.94%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.56%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.37%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.28%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.21%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	84.93%	96.33%
CHEMBL233	P35372	Mu opioid receptor	84.76%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.03%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.98%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	83.39%	98.10%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.16%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.10%	93.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.71%	95.17%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.46%	85.11%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.27%	87.16%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.04%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	81.92%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.40%	94.33%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.24%	96.03%
CHEMBL2996	Q05655	Protein kinase C delta	80.87%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10504643
• LOTUS: LTS0139407
• wikiData: Q105309764