[(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-2,3,5,6,9-pentahydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

Details

• Internal ID: d50ea4f5-90e8-42fe-be86-579e3eac8953
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-2,3,5,6,9-pentahydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
• SMILES (Canonical): CC(C)C(C)C=CC(C)C1CCC2C1(CC(C3(C2=CC(C4(C3(CC(C(C4)O)O)CO)O)O)O)OC(=O)C)C
• SMILES (Isomeric): C[C@H](/C=C/[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@]3(C2=C[C@H]([C@@]4([C@@]3(C[C@H]([C@@H](C4)O)O)CO)O)O)O)OC(=O)C)C
• InChI: InChI=1S/C30H48O8/c1-16(2)17(3)7-8-18(4)20-9-10-21-22-11-25(35)29(36)13-24(34)23(33)12-28(29,15-31)30(22,37)26(38-19(5)32)14-27(20,21)6/h7-8,11,16-18,20-21,23-26,31,33-37H,9-10,12-15H2,1-6H3/b8-7+/t17-,18-,20-,21+,23-,24-,25-,26-,27-,28-,29+,30+/m1/s1
• InChI Key: VOACOSSWSCQWBK-UJDZLTATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₈
• Molecular Weight: 536.70 g/mol
• Exact Mass: 536.33491849 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	-	0.7421	74.21%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8640	86.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	-	0.4000	40.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6818	68.18%
BSEP inhibitior	-	0.6945	69.45%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5747	57.47%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9318	93.18%
CYP2C9 inhibition	-	0.7485	74.85%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.8859	88.59%
CYP2C8 inhibition	-	0.6902	69.02%
CYP inhibitory promiscuity	-	0.9050	90.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7178	71.78%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9420	94.20%
Skin irritation	+	0.5426	54.26%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.7778	77.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6932	69.32%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6423	64.23%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.6949	69.49%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	+	0.6502	65.02%
Aromatase binding	+	0.5825	58.25%
PPAR gamma	+	0.6019	60.19%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	98.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.61%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.51%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.59%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.40%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.91%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.84%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.17%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.59%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.90%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.63%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.98%	95.50%
CHEMBL5028	O14672	ADAM10	82.45%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.81%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.04%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.29%	90.17%

Plants that contains it

• Isodon lophanthoides
• Plectranthus grandidentatus
• Plectranthus lanuginosus
• Prumnopitys ferruginea
• Salvia bracteata
• Salvia deserta
• Salvia eriophora
• Salvia pratensis

Cross-Links

• PubChem: 21609792
• LOTUS: LTS0175977
• wikiData: Q105269151