Nardoguaianone H

Details

• Internal ID: 6f2eeddc-a2a3-4515-a798-311b1152401b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R,8R)-8-hydroxy-5-(2-hydroxypropan-2-yl)-3,8-dimethyl-2,3,6,7-tetrahydroazulen-1-one
• SMILES (Canonical): CC1CC(=O)C2=C1C=C(CCC2(C)O)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CC(=O)C2=C1C=C(CC[C@@]2(C)O)C(C)(C)O
• InChI: InChI=1S/C15H22O3/c1-9-7-12(16)13-11(9)8-10(14(2,3)17)5-6-15(13,4)18/h8-9,17-18H,5-7H2,1-4H3/t9-,15-/m1/s1
• InChI Key: FICSCDIFLNTWHA-RFAUZJTJSA-N
• Popularity: 0 references 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: 0.20
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8615	86.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6033	60.33%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9172	91.72%
P-glycoprotein inhibitior	-	0.9345	93.45%
P-glycoprotein substrate	-	0.7644	76.44%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.9229	92.29%
CYP2C9 inhibition	-	0.6624	66.24%
CYP2C19 inhibition	-	0.7325	73.25%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.6289	62.89%
CYP2C8 inhibition	-	0.8007	80.07%
CYP inhibitory promiscuity	-	0.8973	89.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4848	48.48%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.5867	58.67%
Skin irritation	+	0.5717	57.17%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7130	71.30%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7907	79.07%
skin sensitisation	-	0.5885	58.85%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5892	58.92%
Acute Oral Toxicity (c)	III	0.3786	37.86%
Estrogen receptor binding	-	0.7282	72.82%
Androgen receptor binding	-	0.5199	51.99%
Thyroid receptor binding	+	0.6619	66.19%
Glucocorticoid receptor binding	-	0.4706	47.06%
Aromatase binding	-	0.7181	71.81%
PPAR gamma	-	0.7493	74.93%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9025	90.25%

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	98.11%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.11%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	86.07%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.45%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.06%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.24%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%

Plants that contains it

• Humulus scandens
• Kopsia flavida
• Ribes sanguineum
• Stachys chinensis

Cross-Links

• PubChem: 15884948
• NPASS: NPC71945
• LOTUS: LTS0251976
• wikiData: Q104995625