(1S,3R,6S,11S,15R,16R)-15-(1-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: d2202331-c89a-4f4c-8bc8-6e86cea38e27
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,11S,15R,16R)-15-(1-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(C)C(=C)CCC(CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• SMILES (Isomeric): CC(C)C(=C)CCC(CO)[C@H]1CCC2([C@@]1(CC[C@]34[C@H]2CCC5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• InChI: InChI=1S/C31H52O2/c1-20(2)21(3)8-9-22(18-32)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/h20,22-26,32-33H,3,8-19H2,1-2,4-7H3/t22?,23-,24?,25+,26+,28-,29?,30-,31+/m1/s1
• InChI Key: FJXNINQGUTYPNE-DTMIVEEQSA-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: 8.90
• 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	-	0.5545	55.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5269	52.69%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	+	0.5950	59.50%
P-glycoprotein inhibitior	-	0.6501	65.01%
P-glycoprotein substrate	-	0.6568	65.68%
CYP3A4 substrate	+	0.6293	62.93%
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	-	0.6915	69.15%
CYP inhibitory promiscuity	-	0.6372	63.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.6323	63.23%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.7929	79.29%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6163	61.63%
skin sensitisation	-	0.6671	66.71%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.6913	69.13%
Estrogen receptor binding	+	0.7859	78.59%
Androgen receptor binding	+	0.7771	77.71%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	+	0.5777	57.77%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	98.47%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.41%	96.61%
CHEMBL206	P03372	Estrogen receptor alpha	91.71%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL3837	P07711	Cathepsin L	89.51%	96.61%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.07%	97.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.69%	95.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.58%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.44%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.13%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.75%	97.79%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.15%	90.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.53%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.00%	93.00%
CHEMBL233	P35372	Mu opioid receptor	83.85%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.05%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.99%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.44%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.11%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.26%	94.78%
CHEMBL1977	P11473	Vitamin D receptor	81.13%	99.43%
CHEMBL1937	Q92769	Histone deacetylase 2	80.50%	94.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.15%	83.57%

Plants that contains it

• Arachis hypogaea
• Holarrhena pubescens
• Lycium chinense

Cross-Links

• PubChem: 5319612
• NPASS: NPC30489