11alpha-Hydroxygorgosterol

Details

• Internal ID: 6d86da77-76d6-4e10-8487-413458096ffc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
• IUPAC Name: (3S,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11-diol
• SMILES (Canonical): CC(C)C(C)C1(CC1C(C)C2CCC3C2(CC(C4C3CC=C5C4(CCC(C5)O)C)O)C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)O)C)[C@H]5C[C@]5(C)[C@H](C)C(C)C
• InChI: InChI=1S/C30H50O2/c1-17(2)19(4)29(6)15-25(29)18(3)23-10-11-24-22-9-8-20-14-21(31)12-13-28(20,5)27(22)26(32)16-30(23,24)7/h8,17-19,21-27,31-32H,9-16H2,1-7H3/t18-,19+,21-,22-,23+,24-,25+,26+,27+,28-,29+,30+/m0/s1
• InChI Key: GXYWNVINFDDRJI-JLZJSCCCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.85
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	-	0.5243	52.43%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5965	59.65%
OATP2B1 inhibitior	-	0.7231	72.31%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6483	64.83%
P-glycoprotein inhibitior	-	0.5797	57.97%
P-glycoprotein substrate	+	0.6737	67.37%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8803	88.03%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.7686	76.86%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.7590	75.90%
CYP2C8 inhibition	+	0.5697	56.97%
CYP inhibitory promiscuity	-	0.6313	63.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5231	52.31%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9484	94.84%
Skin irritation	+	0.5556	55.56%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.7944	79.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6576	65.76%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5444	54.44%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.7134	71.34%
Acute Oral Toxicity (c)	III	0.7294	72.94%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.5917	59.17%
Glucocorticoid receptor binding	+	0.6993	69.93%
Aromatase binding	+	0.5320	53.20%
PPAR gamma	-	0.5233	52.33%
Honey bee toxicity	-	0.7271	72.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	97.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.24%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.69%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.77%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.23%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.64%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.69%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.61%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.95%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.46%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.25%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.14%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.50%	85.14%

Plants that contains it

• Acanthosyris spinescens
• Ageratina sternbergiana
• Agrimonia eupatoria
• Alluaudia humbertii
• Alstonia lanceolifera
• Astragalus sevangensis
• Campanula medium
• Citrus × aurantium
• Cleome dodecandra
• Echinops spinosissimus
• Elsholtzia blanda
• Eruca vesicaria
• Euphorbia nivulia
• Gleditsia triacanthos
• Hedyotis lawsoniae
• Hemionitis tenuifolia
• Humboldtia laurifolia
• Hyalosperma glutinosum
• Ilex macropoda
• Lycium cestroides
• Lycopodiella cernua
• Magnolia salicifolia
• Paepalanthus hilairei
• Pieris formosa
• Prunus tomentosa
• Pterocaulon alopecuroides
• Rhabdodendron amazonicum
• Selaginella uncinata
• Senna siamea
• Seriphidium caerulescens subsp. caerulescens
• Sloanea zuliaensis
• Tetracera rosiflora
• Teucrium montanum
• Tillandsia fragrans
• Uvariopsis tripetala

Cross-Links

• PubChem: 10599347
• NPASS: NPC72675
• LOTUS: LTS0160033
• wikiData: Q105023472