Heyneanones C

Details

• Internal ID: 7a4cd6a3-a535-41e1-a205-b0fbb6111b43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (2Z,4R,7S,8R)-4,7,8-trihydroxy-3,7-dimethyl-10-propan-2-ylidenecyclodec-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(=C(C)C)CC(C(CCC1O)(C)O)O
• SMILES (Isomeric): C/C/1=C/C(=O)C(=C(C)C)C[C@H]([C@@](CC[C@H]1O)(C)O)O
• InChI: InChI=1S/C15H24O4/c1-9(2)11-8-14(18)15(4,19)6-5-12(16)10(3)7-13(11)17/h7,12,14,16,18-19H,5-6,8H2,1-4H3/b10-7-/t12-,14-,15+/m1/s1
• InChI Key: AGMVUQMPIYDZOG-HOHRPOLTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL2332439
• BDBM50429860

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6696	66.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7763	77.63%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5571	55.71%
BSEP inhibitior	-	0.8979	89.79%
P-glycoprotein inhibitior	-	0.9673	96.73%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.5738	57.38%
CYP2C9 substrate	-	0.7846	78.46%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.7925	79.25%
CYP2C9 inhibition	-	0.8243	82.43%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.7803	78.03%
CYP2C8 inhibition	-	0.9365	93.65%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.7210	72.10%
Skin irritation	+	0.5721	57.21%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.7024	70.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6459	64.59%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6682	66.82%
skin sensitisation	+	0.5107	51.07%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4794	47.94%
Acute Oral Toxicity (c)	III	0.6118	61.18%
Estrogen receptor binding	-	0.6977	69.77%
Androgen receptor binding	-	0.7575	75.75%
Thyroid receptor binding	+	0.5195	51.95%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	-	0.7428	74.28%
PPAR gamma	-	0.7209	72.09%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9718	97.18%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	35200 nM	IC50	PMID: 15387656
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	36700 nM	IC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.90%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.36%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.20%	99.23%
CHEMBL1871	P10275	Androgen Receptor	84.63%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.97%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

• Curcuma heyneana

Cross-Links

• PubChem: 71578080
• NPASS: NPC470947
• ChEMBL: CHEMBL2332439
• LOTUS: LTS0210994
• wikiData: Q104911893