(1S,3R,6S,15R,16R)-15-(7-hydroxy-6-methyl-5-methylideneheptan-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: cc0fd527-857f-4621-b306-7c7a33c0288e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,15R,16R)-15-(7-hydroxy-6-methyl-5-methylideneheptan-2-yl)-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(CCC(=C)C(C)CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• SMILES (Isomeric): CC(CCC(=C)C(C)CO)[C@H]1CCC2([C@@]1(CC[C@]34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• InChI: InChI=1S/C31H52O2/c1-20(22(3)18-32)8-9-21(2)23-12-14-29(7)25-11-10-24-27(4,5)26(33)13-15-30(24)19-31(25,30)17-16-28(23,29)6/h21-26,32-33H,1,8-19H2,2-7H3/t21?,22?,23-,24?,25?,26+,28-,29?,30-,31+/m1/s1
• InChI Key: ONNNLYSDSXGHFE-IFDJKSFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₂
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 7.39
• H-Bond Acceptor: 2
• 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	+	0.9949	99.49%
Caco-2	-	0.6227	62.27%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5269	52.69%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	+	0.6875	68.75%
P-glycoprotein inhibitior	-	0.6110	61.10%
P-glycoprotein substrate	-	0.6699	66.99%
CYP3A4 substrate	+	0.6364	63.64%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7194	71.94%
CYP3A4 inhibition	-	0.8453	84.53%
CYP2C9 inhibition	-	0.7868	78.68%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	-	0.6443	64.43%
CYP inhibitory promiscuity	-	0.6372	63.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.6323	63.23%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.8165	81.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3735	37.35%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7038	70.38%
skin sensitisation	-	0.6671	66.71%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8405	84.05%
Acute Oral Toxicity (c)	III	0.6913	69.13%
Estrogen receptor binding	+	0.7659	76.59%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	+	0.5899	58.99%
Glucocorticoid receptor binding	+	0.7894	78.94%
Aromatase binding	+	0.7038	70.38%
PPAR gamma	+	0.6047	60.47%
Honey bee toxicity	-	0.7184	71.84%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	98.13%	97.25%
CHEMBL233	P35372	Mu opioid receptor	94.92%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.16%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	90.77%	98.10%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.93%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.90%	83.82%
CHEMBL206	P03372	Estrogen receptor alpha	87.83%	97.64%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.00%	90.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.84%	93.00%
CHEMBL3837	P07711	Cathepsin L	85.45%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.39%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	85.37%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.47%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.30%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.26%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.11%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.21%	98.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.11%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.72%	98.75%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.67%	96.03%
CHEMBL1937	Q92769	Histone deacetylase 2	82.06%	94.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.55%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.11%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.79%	93.56%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	80.68%	95.42%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.03%	99.17%

Plants that contains it

• Mangifera indica
• Nelumbo nucifera

Cross-Links

• PubChem: 5319721
• NPASS: NPC311573