(1S,3R,8R,11S,12S,15R,16S)-7,7,12-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadecane-16-carboxylic acid

Details

• Internal ID: 805f2716-0e6b-4bf9-bcd1-ad455b16daf5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,8R,11S,12S,15R,16S)-7,7,12-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadecane-16-carboxylic acid
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C(=O)O)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCC(=O)C5(C)C)C(=O)O)C
• InChI: InChI=1S/C31H48O3/c1-19(2)20(3)8-9-21(4)22-12-14-28(7)24-11-10-23-27(5,6)25(32)13-15-29(23)18-30(24,29)16-17-31(22,28)26(33)34/h19,21-24H,3,8-18H2,1-2,4-7H3,(H,33,34)/t21-,22-,23+,24+,28+,29-,30+,31-/m1/s1
• InChI Key: USSDQXGQYYMDBU-AFCFIMQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₃
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.36034539 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.69
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.5057	50.57%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8311	83.11%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	-	0.2945	29.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5663	56.63%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6471	64.71%
CYP3A4 substrate	+	0.6291	62.91%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7627	76.27%
CYP2C9 inhibition	-	0.7466	74.66%
CYP2C19 inhibition	-	0.8089	80.89%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.8482	84.82%
CYP2C8 inhibition	-	0.5946	59.46%
CYP inhibitory promiscuity	-	0.8354	83.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6523	65.23%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9226	92.26%
Skin irritation	+	0.5406	54.06%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5296	52.96%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6092	60.92%
skin sensitisation	-	0.5693	56.93%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7793	77.93%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	+	0.6706	67.06%
Glucocorticoid receptor binding	+	0.8145	81.45%
Aromatase binding	+	0.7360	73.60%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.8611	86.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.34%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.80%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.15%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.29%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.95%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.79%	92.62%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	84.61%	82.05%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.93%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.64%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.59%	83.57%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.78%	89.34%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.13%	95.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.60%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.88%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.25%	90.24%

Plants that contains it

• Gelsemium elegans
• Nandina domestica

Cross-Links

• PubChem: 102286711
• LOTUS: LTS0107391
• wikiData: Q104996963