[(2S,2'S,3R,4aS)-10-hydroxy-2',4a,8,8-tetramethyl-1,4,9-trioxospiro[3,7-dihydrophenanthrene-2,1'-cyclopropane]-3-yl] acetate

Details

• Internal ID: 1a9ef914-bfc2-467d-81a3-29b0495ff5f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2S,2'S,3R,4aS)-10-hydroxy-2',4a,8,8-tetramethyl-1,4,9-trioxospiro[3,7-dihydrophenanthrene-2,1'-cyclopropane]-3-yl] acetate
• SMILES (Canonical): CC1CC12C(C(=O)C3(C4=C(C(=O)C(=C3C2=O)O)C(CC=C4)(C)C)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C[C@@]12[C@H](C(=O)[C@]3(C4=C(C(=O)C(=C3C2=O)O)C(CC=C4)(C)C)C)OC(=O)C
• InChI: InChI=1S/C22H24O6/c1-10-9-22(10)17(26)14-16(25)15(24)13-12(7-6-8-20(13,3)4)21(14,5)18(27)19(22)28-11(2)23/h6-7,10,19,25H,8-9H2,1-5H3/t10-,19-,21-,22+/m0/s1
• InChI Key: ABTOGHSSQRRREB-MXYJANBUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.15728848 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.5807	58.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.8832	88.32%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5828	58.28%
P-glycoprotein substrate	-	0.6462	64.62%
CYP3A4 substrate	+	0.6399	63.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8975	89.75%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.7993	79.93%
CYP2C19 inhibition	-	0.8516	85.16%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.7772	77.72%
CYP2C8 inhibition	-	0.6928	69.28%
CYP inhibitory promiscuity	-	0.8417	84.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8954	89.54%
Carcinogenicity (trinary)	Non-required	0.4970	49.70%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8395	83.95%
Skin irritation	-	0.5974	59.74%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5520	55.20%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	-	0.5315	53.15%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6387	63.87%
Acute Oral Toxicity (c)	III	0.5686	56.86%
Estrogen receptor binding	+	0.6462	64.62%
Androgen receptor binding	+	0.5324	53.24%
Thyroid receptor binding	+	0.6111	61.11%
Glucocorticoid receptor binding	+	0.6178	61.78%
Aromatase binding	-	0.5424	54.24%
PPAR gamma	+	0.6903	69.03%
Honey bee toxicity	-	0.7075	70.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.04%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.00%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.36%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.14%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

• Plectranthus xanthanthus

Cross-Links

• PubChem: 11728714
• LOTUS: LTS0195876
• wikiData: Q104908838