1-[(3S,8S,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl (E)-2-methylbut-2-enoate

Details

• Internal ID: af52ebe5-ff91-407c-93e6-9725d16f16c6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-[(3S,8S,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(C)C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C=CC5=CC=CC=C5)C)O)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC(C)[C@@]1(CC[C@]2([C@@]1([C@@H](CC3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)/C=C/C5=CC=CC=C5)C)O)O
• InChI: InChI=1S/C35H46O8/c1-6-22(2)30(38)42-23(3)33(39)18-19-35(41)32(33,5)28(43-29(37)13-12-24-10-8-7-9-11-24)21-27-31(4)16-15-26(36)20-25(31)14-17-34(27,35)40/h6-14,23,26-28,36,39-41H,15-21H2,1-5H3/b13-12+,22-6+/t23?,26-,27?,28+,31-,32+,33+,34-,35+/m0/s1
• InChI Key: RIRVOPAJVIIDPB-GZTWAVAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₈
• Molecular Weight: 594.70 g/mol
• Exact Mass: 594.31926842 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	-	0.7974	79.74%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8067	80.67%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	-	0.2370	23.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8374	83.74%
BSEP inhibitior	+	0.9941	99.41%
P-glycoprotein inhibitior	+	0.7784	77.84%
P-glycoprotein substrate	+	0.6717	67.17%
CYP3A4 substrate	+	0.7155	71.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8964	89.64%
CYP3A4 inhibition	-	0.7957	79.57%
CYP2C9 inhibition	-	0.7805	78.05%
CYP2C19 inhibition	-	0.7712	77.12%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.6635	66.35%
CYP2C8 inhibition	+	0.7703	77.03%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9294	92.94%
Skin irritation	+	0.6117	61.17%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8356	83.56%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5166	51.66%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8252	82.52%
Acute Oral Toxicity (c)	IV	0.3692	36.92%
Estrogen receptor binding	+	0.7971	79.71%
Androgen receptor binding	+	0.7684	76.84%
Thyroid receptor binding	+	0.5755	57.55%
Glucocorticoid receptor binding	+	0.8142	81.42%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	+	0.6862	68.62%
Honey bee toxicity	-	0.6381	63.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6345	63.45%
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
CHEMBL221	P23219	Cyclooxygenase-1	97.53%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.53%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.72%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.77%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.89%	94.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.69%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.76%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.34%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.77%	93.56%
CHEMBL5028	O14672	ADAM10	87.26%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.21%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.83%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.68%	91.07%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.25%	93.99%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.75%	95.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.12%	89.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.82%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.12%	97.14%

Plants that contains it

• Taxus baccata
• Taxus cuspidata

Cross-Links

• PubChem: 5315910
• NPASS: NPC237059