Isochamaecydin

Details

• Internal ID: 79fff248-ec16-4331-a133-4729e1616c03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1'R,4R,5'S,6aS,10aS)-1-hydroxy-7,7,10a-trimethyl-1',3-di(propan-2-yl)spiro[6a,8,9,10-tetrahydro-6H-acephenanthrylene-4,4'-bicyclo[3.1.0]hexane]-2,5-dione
• SMILES (Canonical): CC(C)C1=C2C3=C(CC4C(CCCC4(C3=C(C1=O)O)C)(C)C)C(=O)C25CCC6(C5C6)C(C)C
• SMILES (Isomeric): CC(C)C1=C2C3=C(C[C@@H]4[C@@](C3=C(C1=O)O)(CCCC4(C)C)C)C(=O)[C@@]25CC[C@]6([C@@H]5C6)C(C)C
• InChI: InChI=1S/C30H40O3/c1-15(2)20-22-21-17(26(33)30(22)12-11-29(16(3)4)14-19(29)30)13-18-27(5,6)9-8-10-28(18,7)23(21)25(32)24(20)31/h15-16,18-19,32H,8-14H2,1-7H3/t18-,19-,28-,29+,30+/m0/s1
• InChI Key: CTGGVCKBMLNHNX-FSRURDKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₃
• Molecular Weight: 448.60 g/mol
• Exact Mass: 448.29774513 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 86699-53-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6342	63.42%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.4517	45.17%
P-glycoprotein inhibitior	-	0.4894	48.94%
P-glycoprotein substrate	-	0.6320	63.20%
CYP3A4 substrate	+	0.6284	62.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.8570	85.70%
CYP2C9 inhibition	-	0.7084	70.84%
CYP2C19 inhibition	-	0.7620	76.20%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	-	0.6537	65.37%
CYP inhibitory promiscuity	-	0.7349	73.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8772	87.72%
Skin irritation	+	0.5963	59.63%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5590	55.90%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.4812	48.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6744	67.44%
Acute Oral Toxicity (c)	III	0.6827	68.27%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.6097	60.97%
Thyroid receptor binding	+	0.6022	60.22%
Glucocorticoid receptor binding	+	0.8484	84.84%
Aromatase binding	+	0.6366	63.66%
PPAR gamma	+	0.7574	75.74%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	97.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.28%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.64%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.75%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.93%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.04%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.11%	82.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.30%	93.40%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.11%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Chamaecyparis obtusa
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 101637220
• NPASS: NPC252096
• LOTUS: LTS0214520
• wikiData: Q104402107