Guignarderemophilane B

Details

• Internal ID: f69f22b4-0050-4d1a-9fb9-a3715db90f4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3R,4aR,5S,7R,8S)-7,8-dihydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1CC(C(C2=CC(=O)C(CC12C)C(=C)C)O)O
• SMILES (Isomeric): C[C@H]1C[C@H]([C@H](C2=CC(=O)[C@H](C[C@]12C)C(=C)C)O)O
• InChI: InChI=1S/C15H22O3/c1-8(2)10-7-15(4)9(3)5-13(17)14(18)11(15)6-12(10)16/h6,9-10,13-14,17-18H,1,5,7H2,2-4H3/t9-,10+,13+,14-,15+/m0/s1
• InChI Key: OCZNKZTZGZPZCU-MGZPQWHJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL3609681

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.5714	57.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7435	74.35%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9672	96.72%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.7135	71.35%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.5547	55.47%
CYP2C9 inhibition	-	0.8277	82.77%
CYP2C19 inhibition	-	0.6918	69.18%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	-	0.8524	85.24%
CYP2C8 inhibition	-	0.9344	93.44%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9573	95.73%
Skin irritation	-	0.5193	51.93%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5898	58.98%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.5810	58.10%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5739	57.39%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	-	0.5590	55.90%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5783	57.83%
Glucocorticoid receptor binding	-	0.5965	59.65%
Aromatase binding	-	0.5723	57.23%
PPAR gamma	-	0.8487	84.87%
Honey bee toxicity	-	0.7992	79.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.87%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.66%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.84%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.97%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.78%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122187757
• LOTUS: LTS0267210
• wikiData: Q77495540