(1S,2S,2'S,4bS,8aS)-1-hydroxy-2',4b,7,8-tetramethylspiro[5,6,8a,9-tetrahydro-1H-phenanthrene-2,1'-cyclopropane]-3,4,10-trione

Details

• Internal ID: cb6946b8-c645-4d04-a40b-e0885ecf0608
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2S,2'S,4bS,8aS)-1-hydroxy-2',4b,7,8-tetramethylspiro[5,6,8a,9-tetrahydro-1H-phenanthrene-2,1'-cyclopropane]-3,4,10-trione
• InChI: InChI=1S/C20H24O4/c1-9-5-6-19(4)12(11(9)3)7-13(21)14-15(19)16(22)18(24)20(17(14)23)8-10(20)2/h10,12,17,23H,5-8H2,1-4H3/t10-,12-,17+,19-,20-/m0/s1
• InChI Key: WSSFJCPDJBHGRX-NZSFFGOKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7668	76.68%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8438	84.38%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.8733	87.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6093	60.93%
BSEP inhibitior	-	0.5460	54.60%
P-glycoprotein inhibitior	-	0.7986	79.86%
P-glycoprotein substrate	-	0.7698	76.98%
CYP3A4 substrate	+	0.5937	59.37%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.7172	71.72%
CYP2C8 inhibition	-	0.8331	83.31%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9482	94.82%
Skin irritation	+	0.6183	61.83%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7174	71.74%
Human Ether-a-go-go-Related Gene inhibition	-	0.7626	76.26%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.7385	73.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5693	56.93%
Acute Oral Toxicity (c)	III	0.5702	57.02%
Estrogen receptor binding	-	0.4933	49.33%
Androgen receptor binding	+	0.5886	58.86%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.7352	73.52%
Aromatase binding	-	0.6725	67.25%
PPAR gamma	+	0.5601	56.01%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.67%	96.38%
CHEMBL2581	P07339	Cathepsin D	88.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.66%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.61%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.41%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	87.10%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.45%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.88%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	82.34%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.97%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	80.82%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.18%	96.90%

Plants that contains it

• Caryopteris mongholica

Cross-Links

• PubChem: 118737820
• LOTUS: LTS0259891
• wikiData: Q105312065