Crassocolide C

Details

• Internal ID: aacfe10b-3258-474f-8cc2-ff51b81db9ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: [(3aR,5S,6R,9E,13E,15aS)-6-hydroxy-6,10,14-trimethyl-3-methylidene-2-oxo-4,5,7,8,11,12,15,15a-octahydro-3aH-cyclotetradeca[b]furan-5-yl] acetate
• SMILES (Canonical): CC1=CCCC(C(CC2C(CC(=CCC1)C)OC(=O)C2=C)OC(=O)C)(C)O
• SMILES (Isomeric): C/C/1=C\CC[C@@]([C@H](C[C@H]2[C@H](C/C(=C/CC1)/C)OC(=O)C2=C)OC(=O)C)(C)O
• InChI: InChI=1S/C22H32O5/c1-14-8-6-9-15(2)12-19-18(16(3)21(24)27-19)13-20(26-17(4)23)22(5,25)11-7-10-14/h9-10,18-20,25H,3,6-8,11-13H2,1-2,4-5H3/b14-10+,15-9+/t18-,19+,20+,22-/m1/s1
• InChI Key: MYSVBLKFHOXPIV-GFYKMQRRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL462999

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6892	68.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7046	70.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.8728	87.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	-	0.5974	59.74%
P-glycoprotein inhibitior	+	0.5860	58.60%
P-glycoprotein substrate	-	0.8422	84.22%
CYP3A4 substrate	+	0.6613	66.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.5724	57.24%
CYP2C9 inhibition	-	0.8143	81.43%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.5336	53.36%
CYP2C8 inhibition	+	0.6097	60.97%
CYP inhibitory promiscuity	-	0.9723	97.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8840	88.40%
Skin irritation	+	0.5785	57.85%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5981	59.81%
skin sensitisation	-	0.7768	77.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7527	75.27%
Acute Oral Toxicity (c)	III	0.4298	42.98%
Estrogen receptor binding	+	0.6969	69.69%
Androgen receptor binding	-	0.4911	49.11%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	+	0.7704	77.04%
Aromatase binding	-	0.5871	58.71%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.7486	74.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	96.56%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.32%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.41%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.50%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.63%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	86.93%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.75%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.37%	95.50%
CHEMBL5028	O14672	ADAM10	83.55%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.14%	96.00%

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: 11995174
• NPASS: NPC307411
• LOTUS: LTS0207601
• wikiData: Q105175146