Crassumolide E

Details

• Internal ID: 7360262f-b467-4da1-b72c-006f851895b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: (1S,2E,6E,9E,11R,14S)-11-hydroperoxy-14-(3-hydroxyprop-1-en-2-yl)-3,7,11-trimethylcyclotetradeca-2,6,9-trien-1-ol
• SMILES (Canonical): CC1=CC(C(CCC(C=CCC(=CCC1)C)(C)OO)C(=C)CO)O
• SMILES (Isomeric): C/C/1=C\[C@@H]([C@@H](CC[C@@](/C=C/C/C(=C/CC1)/C)(C)OO)C(=C)CO)O
• InChI: InChI=1S/C20H32O4/c1-15-7-5-8-16(2)13-19(22)18(17(3)14-21)10-12-20(4,24-23)11-6-9-15/h6-7,11,13,18-19,21-23H,3,5,8-10,12,14H2,1-2,4H3/b11-6+,15-7+,16-13+/t18-,19-,20-/m0/s1
• InChI Key: HGPWGHBBMMTDTA-WWWHTDTNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL583706

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	+	0.5200	52.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6751	67.51%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6384	63.84%
BSEP inhibitior	+	0.5956	59.56%
P-glycoprotein inhibitior	-	0.7866	78.66%
P-glycoprotein substrate	-	0.8076	80.76%
CYP3A4 substrate	+	0.6414	64.14%
CYP2C9 substrate	-	0.8137	81.37%
CYP2D6 substrate	-	0.7689	76.89%
CYP3A4 inhibition	+	0.5925	59.25%
CYP2C9 inhibition	-	0.7831	78.31%
CYP2C19 inhibition	-	0.7948	79.48%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.7510	75.10%
CYP2C8 inhibition	+	0.5805	58.05%
CYP inhibitory promiscuity	-	0.8112	81.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7428	74.28%
Carcinogenicity (trinary)	Non-required	0.6786	67.86%
Eye corrosion	-	0.9670	96.70%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.6994	69.94%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6579	65.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5925	59.25%
skin sensitisation	-	0.7129	71.29%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5641	56.41%
Acute Oral Toxicity (c)	III	0.6945	69.45%
Estrogen receptor binding	-	0.5222	52.22%
Androgen receptor binding	-	0.7192	71.92%
Thyroid receptor binding	+	0.5992	59.92%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5272	52.72%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	97.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.22%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.73%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.49%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.83%	97.79%
CHEMBL2581	P07339	Cathepsin D	86.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.92%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.76%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.60%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.54%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25156700
• LOTUS: LTS0041111
• wikiData: Q105027911