(1S,3S,4S,6S,7R,8R,11S,12S,15R,16R)-7-(hydroxymethyl)-15-[(Z,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,6-diol

Details

• Internal ID: 0501973e-d478-4910-a276-75dc37734505
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3S,4S,6S,7R,8R,11S,12S,15R,16R)-7-(hydroxymethyl)-15-[(Z,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-4,6-diol
• SMILES (Canonical): CC(CC=CC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)CO)O)O)C)C
• SMILES (Isomeric): C[C@H](C/C=C\C(C)(C)O)[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/C30H50O4/c1-19(8-7-12-25(2,3)34)20-11-13-28(6)22-10-9-21-26(4,18-31)23(32)16-24(33)30(21)17-29(22,30)15-14-27(20,28)5/h7,12,19-24,31-34H,8-11,13-18H2,1-6H3/b12-7-/t19-,20-,21+,22+,23+,24+,26+,27-,28+,29+,30-/m1/s1
• InChI Key: UNFVXDFXRSNKIF-RRLYTZFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.70 g/mol
• Exact Mass: 474.37091007 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.6794	67.94%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4839	48.39%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8568	85.68%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7743	77.43%
BSEP inhibitior	+	0.7755	77.55%
P-glycoprotein inhibitior	-	0.5615	56.15%
P-glycoprotein substrate	-	0.5476	54.76%
CYP3A4 substrate	+	0.6692	66.92%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7693	76.93%
CYP3A4 inhibition	-	0.8372	83.72%
CYP2C9 inhibition	-	0.6709	67.09%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.8026	80.26%
CYP2C8 inhibition	+	0.4790	47.90%
CYP inhibitory promiscuity	-	0.8041	80.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7325	73.25%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.6088	60.88%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6982	69.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6740	67.40%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8230	82.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7560	75.60%
Acute Oral Toxicity (c)	III	0.4671	46.71%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.7503	75.03%
Thyroid receptor binding	+	0.6517	65.17%
Glucocorticoid receptor binding	+	0.7544	75.44%
Aromatase binding	+	0.7036	70.36%
PPAR gamma	+	0.5692	56.92%
Honey bee toxicity	-	0.7206	72.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	99.43%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	95.94%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.15%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.28%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.17%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.91%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL233	P35372	Mu opioid receptor	88.29%	97.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.32%	95.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.06%	89.34%
CHEMBL299	P17252	Protein kinase C alpha	86.68%	98.03%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.64%	97.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.50%	97.29%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.42%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.61%	92.86%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	83.59%	87.16%
CHEMBL3837	P07711	Cathepsin L	83.34%	96.61%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.23%	95.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.90%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.24%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	82.15%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.98%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	81.85%	97.64%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	81.70%	99.17%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.55%	97.88%
CHEMBL1977	P11473	Vitamin D receptor	80.54%	99.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.42%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.17%	82.69%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10838268
• LOTUS: LTS0096011
• wikiData: Q105275959