Secogorgosterol

Details

• Internal ID: 2757dca4-bc69-4855-b662-dda2b816a842
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S,6S,8aS)-6-hydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-8a-methyl-2,3,5,6,7,8-hexahydronaphthalen-1-one
• SMILES (Canonical): CC(C)C(C)C1(CC1C(C)C2CCC(C2(C)CCO)C3CC=C4CC(CCC4(C3=O)C)O)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@H]([C@]1(C)CCO)[C@@H]2CC=C3C[C@H](CC[C@@]3(C2=O)C)O)[C@H]4C[C@]4(C)[C@H](C)C(C)C
• InChI: InChI=1S/C30H50O3/c1-18(2)20(4)30(7)17-26(30)19(3)24-10-11-25(29(24,6)14-15-31)23-9-8-21-16-22(32)12-13-28(21,5)27(23)33/h8,18-20,22-26,31-32H,9-17H2,1-7H3/t19-,20+,22-,23-,24+,25-,26+,28-,29+,30+/m0/s1
• InChI Key: HEVOJXUNAUSRIF-BMYIKSCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.42
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• NSC679587
• CHEMBL1984754
• NSC-679587
• NCI60_028495

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5258	52.58%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8528	85.28%
OATP2B1 inhibitior	-	0.5851	58.51%
OATP1B1 inhibitior	+	0.8476	84.76%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5102	51.02%
BSEP inhibitior	+	0.7233	72.33%
P-glycoprotein inhibitior	-	0.4496	44.96%
P-glycoprotein substrate	+	0.6170	61.70%
CYP3A4 substrate	+	0.6660	66.60%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.7921	79.21%
CYP3A4 inhibition	-	0.8111	81.11%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.9313	93.13%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.4505	45.05%
CYP inhibitory promiscuity	-	0.7276	72.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6065	60.65%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9447	94.47%
Skin irritation	-	0.6447	64.47%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.6876	68.76%
Human Ether-a-go-go-Related Gene inhibition	-	0.5285	52.85%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7454	74.54%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5171	51.71%
Acute Oral Toxicity (c)	III	0.5931	59.31%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.7750	77.50%
Thyroid receptor binding	+	0.5954	59.54%
Glucocorticoid receptor binding	+	0.8071	80.71%
Aromatase binding	+	0.5803	58.03%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7507	75.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	97.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.93%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.90%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.39%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.22%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.37%	90.71%
CHEMBL299	P17252	Protein kinase C alpha	86.86%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.24%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.08%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.94%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.64%	93.04%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.47%	89.34%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.92%	98.46%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.46%	89.05%

Plants that contains it

• Acanthosyris spinescens
• Agrimonia eupatoria
• Alluaudia humbertii
• Alstonia lanceolifera
• Campanula medium
• Echinops spinosissimus
• 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
• 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: 386853
• NPASS: NPC202868
• LOTUS: LTS0114719
• wikiData: Q105027067