(5S,9S,10S,13R,14R)-17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: d7c1765f-a503-46c0-9045-717c106f81be
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (5S,9S,10S,13R,14R)-17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C
• SMILES (Isomeric): CCC(C=CC(C)C1CC[C@@H]2[C@@]1(CC[C@@H]3C2=CC[C@@H]4[C@@]3(CCC(C4)O)C)C)C(C)C
• InChI: InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/t20?,21?,22-,23?,25?,26-,27+,28-,29+/m0/s1
• InChI Key: JZVFJDZBLUFKCA-COQJQJKQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.70 g/mol
• Exact Mass: 412.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.80
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5836	58.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4872	48.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8023	80.23%
OATP1B3 inhibitior	+	0.9834	98.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8153	81.53%
P-glycoprotein inhibitior	-	0.4450	44.50%
P-glycoprotein substrate	+	0.5139	51.39%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7147	71.47%
CYP3A4 inhibition	-	0.8031	80.31%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.7651	76.51%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.9019	90.19%
CYP2C8 inhibition	-	0.7550	75.50%
CYP inhibitory promiscuity	+	0.5816	58.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9520	95.20%
Skin irritation	+	0.5848	58.48%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7205	72.05%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5424	54.24%
skin sensitisation	+	0.5663	56.63%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7923	79.23%
Acute Oral Toxicity (c)	III	0.7147	71.47%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6005	60.05%
Glucocorticoid receptor binding	+	0.7592	75.92%
Aromatase binding	-	0.6386	63.86%
PPAR gamma	-	0.4848	48.48%
Honey bee toxicity	-	0.8397	83.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	98.49%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	96.81%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.32%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.94%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.71%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.50%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.91%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	87.28%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.05%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.51%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.59%	95.89%
CHEMBL268	P43235	Cathepsin K	85.54%	96.85%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.87%	100.00%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	84.75%	88.81%
CHEMBL1977	P11473	Vitamin D receptor	83.49%	99.43%
CHEMBL1937	Q92769	Histone deacetylase 2	83.33%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.79%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%
CHEMBL2581	P07339	Cathepsin D	80.81%	98.95%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	80.68%	81.88%

Plants that contains it

• Aesculus hippocastanum
• Albizia inundata
• Allium neapolitanum
• Amaranthus tricolor
• Anaphalis lactea
• Aristea ecklonii
• Aster poliothamnus
• Aster spathulifolius
• Baccharis ochracea
• Buddleja lindleyana
• Buddleja officinalis
• Bupleurum fruticosum
• Camellia japonica
• Camellia sinensis
• Clinopodium laxiflorum
• Clinopodium umbrosum
• Codonopsis lanceolata
• Cucurbita maxima
• Cyanthillium cinereum
• Diploknema butyracea
• Erigeron annuus
• Erigeron canadensis
• Eschenbachia blinii
• Garcinia quaesita
• Glinus oppositifolius
• Grindelia tarapacana
• Harpullia arborea
• Heteroplexis microcephala
• Impatiens balsamina
• Laennecia filaginoides
• Medicago monspeliaca
• Menyanthes trifoliata
• Mimusops elengi
• Nigella sativa
• Panax quinquefolius
• Pandanus tectorius
• Phytolacca acinosa
• Planchonella vitiensis
• Polygala cyparissias
• Polyspora ceylanica
• Prunella vulgaris
• Sanicula epipactis
• Silene conoidea
• Solidago wrightii
• Stachytarpheta cayennensis
• Stellaria dichotoma
• Tephrosia purpurea
• Tetragonia tetragonoides
• Trichosanthes kirilowii
• Trichosanthes ovigera
• Trichosanthes tricuspidata

Cross-Links

• PubChem: 137706369
• LOTUS: LTS0197417
• wikiData: Q104253286