2-[[17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9069ba22-235e-4f67-8376-9a5d89207074
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: 2-[[17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
• SMILES (Isomeric): CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
• InChI: InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3
• InChI Key: VWDLOXMZIGUBKM-UHFFFAOYSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₆
• Molecular Weight: 574.80 g/mol
• Exact Mass: 574.42333957 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.63
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• FT-0697927

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	-	0.8312	83.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7468	74.68%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.8152	81.52%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6231	62.31%
P-glycoprotein inhibitior	+	0.6595	65.95%
P-glycoprotein substrate	-	0.5084	50.84%
CYP3A4 substrate	+	0.7232	72.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.7938	79.38%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.8052	80.52%
CYP2C8 inhibition	+	0.5941	59.41%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9416	94.16%
Skin irritation	-	0.5678	56.78%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.8785	87.85%
Human Ether-a-go-go-Related Gene inhibition	+	0.7627	76.27%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8033	80.33%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8735	87.35%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.7395	73.95%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	+	0.6150	61.50%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	+	0.6003	60.03%
Honey bee toxicity	-	0.7172	71.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9772	97.72%

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	98.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.26%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	97.68%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.89%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.54%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.19%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.35%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	88.71%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.90%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.84%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.37%	96.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.17%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.21%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.42%	95.56%

Plants that contains it

• Albizia gummifera
• Allanblackia floribunda
• Angelica japonica
• Annona cherimola
• Annona glabra
• Annona purpurea
• Bacopa monnieri
• Berberis vulgaris
• Blainvillea acmella
• Butea monosperma
• Celosia argentea
• Chlorophytum arundinaceum
• Cinnamomum kotoense
• Cinnamomum subavenium
• Citropsis articulata
• Cleome droserifolia
• Corchorus aestuans
• Cupania vernalis
• Daphne oleoides
• Diospyros crassiflora
• Dracaena cochinchinensis
• Drypetes inaequalis
• Elephantopus scaber
• Erythrina variegata
• Ferula persica
• Galega officinalis
• Garcinia griffithii
• Haloxylon salicornicum
• Hebanthe eriantha
• Helichrysum arenarium
• Heptapleurum bodinieri
• Hertia cheirifolia
• Inula anatolica
• Inula japonica
• Inula thapsoides
• Lasianthus gardneri
• Licaria triandra
• Mimosa tenuiflora
• Nigella sativa
• Panax notoginseng
• Peperomia blanda
• Piper sarmentosum
• Piptostigma fugax
• Platycladus orientalis
• Pluchea indica
• Polygala caudata
• Pongamia pinnata
• Prunella vulgaris
• Prunus zippeliana
• Rauvolfia vomitoria
• Rhamnus formosana
• Rhododendron latoucheae
• Rhynchosia minima
• Salvia bucharica
• Scyphiphora hydrophylacea
• Smallanthus maculatus
• Solanum virginianum
• Tadehagi triquetrum
• Taraxacum mongolicum
• Tithonia longiradiata
• Trianthema portulacastrum
• Vachellia pennatula
• Vepris glaberrima
• Withania somnifera
• Zanthoxylum heitzii

Cross-Links

• PubChem: 73072970
• LOTUS: LTS0057912
• wikiData: Q104199837