Crassocolide B

Details

• Internal ID: e2637d76-741e-419c-a925-f55c444517a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Cembranolides
• IUPAC Name: [(3aR,5S,6R,9E,13E,15S,15aR)-15-acetyloxy-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(C(C(=CCC1)C)OC(=O)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@H](/C(=C/CC1)/C)OC(=O)C)OC(=O)C2=C)OC(=O)C)(C)O
• InChI: InChI=1S/C24H34O7/c1-14-9-7-11-15(2)21(30-18(5)26)22-19(16(3)23(27)31-22)13-20(29-17(4)25)24(6,28)12-8-10-14/h10-11,19-22,28H,3,7-9,12-13H2,1-2,4-6H3/b14-10+,15-11+/t19-,20+,21+,22-,24-/m1/s1
• InChI Key: LAMMZPFXVZNLLB-KYGCZYSXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₇
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.23045342 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL518212

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.5000	50.00%
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	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.8728	87.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.5868	58.68%
P-glycoprotein inhibitior	+	0.7667	76.67%
P-glycoprotein substrate	-	0.7018	70.18%
CYP3A4 substrate	+	0.6840	68.40%
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	+	0.6405	64.05%
CYP inhibitory promiscuity	-	0.9723	97.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8870	88.70%
Skin irritation	+	0.5785	57.85%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3621	36.21%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.7768	77.68%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5754	57.54%
Acute Oral Toxicity (c)	III	0.4298	42.98%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	+	0.6221	62.21%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.7650	76.50%
Aromatase binding	+	0.5291	52.91%
PPAR gamma	+	0.6863	68.63%
Honey bee toxicity	-	0.6948	69.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.23%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.81%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.88%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.62%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.18%	97.79%
CHEMBL5028	O14672	ADAM10	83.40%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.00%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.57%	91.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.35%	97.21%

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: 11995280
• NPASS: NPC51004
• LOTUS: LTS0002954
• wikiData: Q105148732