(2R,4R,6R,7R,10R,11R,14S,17S)-6-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-1(18),15-diene-14,17-diol

Details

• Internal ID: 6f3edec1-c4f5-4484-86a9-e75e2432ec44
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: (2R,4R,6R,7R,10R,11R,14S,17S)-6-[(E,2S,5R)-5,6-dimethylhept-3-en-2-yl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-1(18),15-diene-14,17-diol
• SMILES (Canonical): CC(C)C(C)C=CC(C)C1CC2C3(C1(CCC4C3=CC(C5=CC(CCC45C)O)O)C)O2
• SMILES (Isomeric): C[C@@H](/C=C/[C@H](C)C(C)C)[C@H]1C[C@@H]2[C@]3([C@@]1(CC[C@H]4C3=C[C@@H](C5=C[C@H](CC[C@]45C)O)O)C)O2
• InChI: InChI=1S/C28H42O3/c1-16(2)17(3)7-8-18(4)21-15-25-28(31-25)22-14-24(30)23-13-19(29)9-11-26(23,5)20(22)10-12-27(21,28)6/h7-8,13-14,16-21,24-25,29-30H,9-12,15H2,1-6H3/b8-7+/t17-,18-,19-,20-,21+,24-,25+,26+,27+,28+/m0/s1
• InChI Key: ZWJJZSZLOBLNHB-OYTBUNRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₃
• Molecular Weight: 426.60 g/mol
• Exact Mass: 426.31339520 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.5387	53.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6466	64.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8058	80.58%
OATP1B3 inhibitior	+	0.9759	97.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5765	57.65%
P-glycoprotein inhibitior	-	0.4875	48.75%
P-glycoprotein substrate	-	0.6459	64.59%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7296	72.96%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.8101	81.01%
CYP2C19 inhibition	-	0.8037	80.37%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.7322	73.22%
CYP2C8 inhibition	+	0.4458	44.58%
CYP inhibitory promiscuity	-	0.7881	78.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9734	97.34%
Skin irritation	-	0.5501	55.01%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4231	42.31%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6444	64.44%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6902	69.02%
Acute Oral Toxicity (c)	III	0.5868	58.68%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.7113	71.13%
Aromatase binding	-	0.4861	48.61%
PPAR gamma	+	0.5442	54.42%
Honey bee toxicity	-	0.7945	79.45%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9640	96.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.83%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.58%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.68%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.56%	83.57%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.96%	93.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.88%	94.23%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.94%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.54%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.94%	99.18%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.93%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.83%	85.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.51%	97.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.30%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162878549
• LOTUS: LTS0161220
• wikiData: Q105384981