Stigmasterol glucoside

Details

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Internal ID 8a2afb5c-deff-454f-b963-2f9be6efa16d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-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) CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](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/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1
InChI Key VWDLOXMZIGUBKM-AUGXRQBFSA-N
Popularity 41 references in papers

Physical and Chemical Properties

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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

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19716-26-8
stigmasterol 3-O-beta-D-glucoside
CHEMBL447335
CHEBI:68383
stigmasterol 3-O-beta-D-glucopyranoside
Prosaponin
C35-H58-O6
Stigmasterol 3-glucoside
stigmasteryl 3-beta-D-glucoside
DTXSID601289039
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Stigmasterol glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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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

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Abroma augustum
Acanthochlamys bracteata
Acer spicatum
Actaea dahurica
Adenanthera pavonina
Aglaia elliptica
Aglaia odorata
Albizia gummifera
Allanblackia floribunda
Alstonia angustiloba
Alstonia rostrata
Ampelopsis japonica
Amphiachyris dracunculoides
Annona cherimola
Annona glabra
Annona purpurea
Arctium lappa
Artemisia austriaca
Asparagus curillus
Aster altaicus
Asteriscus aquaticus
Asteriscus sericeus
Baccharis grandicapitulata
Bacopa monnieri
Beesia calthifolia
Begonia heracleifolia
Berberis vulgaris
Betula pendula subsp. mandshurica
Bidens subalternans
Blainvillea acmella
Boschniakia rossica
Botrychium ternatum
Brucea javanica
Bursera kerberi
Butea monosperma
Calea mediterranea
Camellia japonica
Campylospermum sulcatum
Capparis spinosa var. ovata
Caragana sinica
Cassia roxburghii
Catananche caerulea
Celosia argentea
Centaurea aspera
Cephalaria procera
Chamaecytisus hirsutus subsp. hirsutus
Charpentiera obovata
Chlorophytum arundinaceum
Chrysolaena propinqua
Cinnamomum kotoense
Cinnamomum subavenium
Cirsium wallichii
Citropsis articulata
Clausena anisata
Clausena excavata
Cleome droserifolia
Clerodendrum trichotomum
Clinacanthus nutans
Corchorus aestuans
Coriaria nepalensis
Corydalis calliantha
Coussarea brevicaulis
Crepis capillaris
Crotalaria stolzii
Croton montevidensis
Cucumis sativus
Curcuma aeruginosa
Cyanthillium cinereum
Daphne blagayana
Daphne oleoides
Datisca glomerata
Delphinium giraldii
Deverra tortuosa
Dicliptera japonica
Digitalis obscura
Dioscorea olfersiana
Diospyros crassiflora
Diospyros maritima
Dracaena cochinchinensis
Dracaena mannii
Drypetes inaequalis
Ecballium elaterium
Eclipta prostrata
Elaeodendron papillosum
Elephantopus scaber
Eriocapitella tomentosa
Erythrina variegata
Eucalyptus albens
Euonymus fortunei
Euploca racemosa
Ferula persica
Ficus virens
Foeniculum vulgare
Fritillaria cirrhosa
Galega officinalis
Garcinia griffithii
Glaucium flavum
Gliricidia sepium
Gonocaryum calleryanum
Gynura japonica
Haloxylon salicornicum
Hebanthe eriantha
Hedera nepalensis
Hedera rhombea
Hedera taurica
Hedysarum gmelinii
Helenium integrifolium
Helianthus radula
Helichrysum arenarium
Helichrysum auriceps
Heptapleurum bodinieri
Hubertia tomentosa
Icacina oliviformis
Inula anatolica
Inula japonica
Inula thapsoides
Isotachis japonica
Jungermannia infusca
Juniperus scopulorum
Kayea elegans
Lasianthaea podocephala
Lasianthus gardneri
Leionema dentatum
Lepisanthes rubiginosa
Lessingia glandulifera
Leucas inflata
Liatris aspera
Licaria triandra
Ligustrum obtusifolium
Lotus ucrainicus
Lupinus cosentinii
Magnolia rajaniana
Mannia fragrans
Melampodium leucanthum
Mesua beccariana
Mikania hoehnei
Mikania stipulacea
Mimosa zimapanensis
Montanoa tomentosa
Myrica pensylvanica
Myristica cagayanensis
Neopallasia pectinata
Nigella sativa
Nothofagus fusca
Onychopetalum amazonicum
Ouratea castaneifolia
Paliurus hemsleyanus
Panax notoginseng
Papaver pseudocanescens
Paris polyphylla var. chinensis
Parthenium bipinnatifidum
Passiflora alata
Pellacalyx axillaris
Peperomia blanda
Peperomia filiformis
Phebalium whitei
Phlomis crinita
Phyllanthus oligospermus
Piper nigrum
Piper pedicellatum
Piper sarmentosum
Piptocarpha opaca
Piptostigma fugax
Pittosporum undulatum
Platycladus orientalis
Pluchea indica
Polygala caudata
Polygonum pubescens
Polyscias fulva
Pongamia pinnata
Pourouma guianensis
Prunella vulgaris
Prunus zippeliana
Psacalium megaphyllum
Pseudowintera colorata
Psidium acutangulum
Pyrolirion flavum
Quassia indica
Quercus imbricaria
Rauvolfia vomitoria
Renealmia alpinia
Rhamnus formosana
Rhinacanthus nasutus
Rhodanthe propinqua
Rhododendron latoucheae
Rhododendron mucronulatum
Rosa agrestis
Rumex nepalensis
Salvia bucharica
Salvia urolepis
Scorzonera tomentosa
Scrophularia koelzii
Scyphiphora hydrophylacea
Senecio bonariensis
Senna spectabilis var. spectabilis
Sesbania bispinosa
Seseli libanotis
Sideritis dasygnaphala
Smallanthus maculatus
Solanum chrysotrichum
Solanum incanum
Solanum melongena
Solanum virginianum
Sphagneticola trilobata
Spiracantha cornifolia
Stellaria media
Stevia serrata
Strychnos lucida
Symplocos lancifolia
Syzygium aromaticum
Tadehagi triquetrum
Tanacetum cinerariifolium
Tanacetum sinaicum
Tannodia perrieri
Taraxacum mongolicum
Tephroseris kirilowii
Tephroseris palustris
Thalictrum simplex
Tithonia longiradiata
Trianthema portulacastrum
Trichilia claussenii
Trifolium resupinatum
Vachellia pennatula
Vandellia anagallis
Vepris glaberrima
Vincetoxicum tanakae
Viscum coloratum
Vitis betulifolia
Withania somnifera
Xanthium strumarium
Zanthoxylum heitzii
Ziziphus jujuba

Cross-Links

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PubChem 6602508
NPASS NPC158088
LOTUS LTS0088971
wikiData Q27136880