16-[(8R,9S,10R,12R,13R,14S,17R)-12-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]hexadecanoic acid

Details

• Internal ID: b0d43b37-c8de-418c-92d7-0bed478e21c6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: 16-[(8R,9S,10R,12R,13R,14S,17R)-12-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]hexadecanoic acid
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2C1(C(CC3C2CCC4=CC(CCC34C)CCCCCCCCCCCCCCCC(=O)O)O)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1([C@@H](C[C@H]3[C@H]2CCC4=CC(CC[C@]34C)CCCCCCCCCCCCCCCC(=O)O)O)C
• InChI: InChI=1S/C44H76O3/c1-32(2)33(3)22-23-34(4)38-26-27-39-37-25-24-36-30-35(28-29-43(36,5)40(37)31-41(45)44(38,39)6)20-18-16-14-12-10-8-7-9-11-13-15-17-19-21-42(46)47/h30,32,34-35,37-41,45H,3,7-29,31H2,1-2,4-6H3,(H,46,47)/t34-,35?,37+,38-,39+,40+,41-,43+,44-/m1/s1
• InChI Key: AXDNTQQFPUTBLH-UOAAIHJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₆O₃
• Molecular Weight: 653.10 g/mol
• Exact Mass: 652.57944628 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 15.50
• Atomic LogP (AlogP): 12.72
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.8183	81.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8114	81.14%
OATP2B1 inhibitior	-	0.5604	56.04%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	-	0.2423	24.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9006	90.06%
P-glycoprotein inhibitior	+	0.7165	71.65%
P-glycoprotein substrate	+	0.5622	56.22%
CYP3A4 substrate	+	0.7251	72.51%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8351	83.51%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.9429	94.29%
CYP2C8 inhibition	+	0.5985	59.85%
CYP inhibitory promiscuity	-	0.7995	79.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.8983	89.83%
Skin irritation	+	0.6554	65.54%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.7717	77.17%
Human Ether-a-go-go-Related Gene inhibition	-	0.4101	41.01%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.5906	59.06%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.9138	91.38%
Acute Oral Toxicity (c)	III	0.4944	49.44%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	+	0.6920	69.20%
Thyroid receptor binding	-	0.5472	54.72%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	+	0.5795	57.95%
PPAR gamma	+	0.5932	59.32%
Honey bee toxicity	-	0.7874	78.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.91%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.85%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.95%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	87.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.14%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.09%	97.25%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.04%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	86.59%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.97%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.71%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.57%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.29%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.05%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.67%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.84%	91.19%
CHEMBL2514	O95665	Neurotensin receptor 2	83.04%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.95%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.86%	95.50%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	81.60%	98.00%
CHEMBL5028	O14672	ADAM10	81.38%	97.50%
CHEMBL1871	P10275	Androgen Receptor	81.00%	96.43%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.64%	94.08%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.05%	94.78%

Plants that contains it

• Trichilia lepidota

Cross-Links

• PubChem: 163188950
• LOTUS: LTS0265672
• wikiData: Q105100269