Nigriterpene C

Details

• Internal ID: 50a4edc7-08fb-4427-9824-3edd5841859f
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,4aR,5S,9aR)-4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydrobenzo[f][1]benzofuran-3a-ol
• SMILES (Canonical): CC1CCCC2=CC3C(CC12C)(C(=C)CO3)O
• SMILES (Isomeric): C[C@H]1CCCC2=C[C@@H]3[C@@](C[C@]12C)(C(=C)CO3)O
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-12-7-13-15(16,9-14(10,12)3)11(2)8-17-13/h7,10,13,16H,2,4-6,8-9H2,1,3H3/t10-,13+,14+,15+/m0/s1
• InChI Key: ZBMRWWPJIKJAJU-CJYSPXJISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• RefChem:165852
• (3aR,4aR,5S,9aR)-4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydrobenzo(f)(1)benzofuran-3a-ol
• CHEMBL4104966
• CHEBI:206297
• (3aR,4aR,5S,9aR)-4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydrobenzo[][1]benzouran-3a-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8231	82.31%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5099	50.99%
BSEP inhibitior	-	0.9314	93.14%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	+	0.5675	56.75%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.7799	77.99%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.6132	61.32%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.6953	69.53%
CYP2C8 inhibition	-	0.6766	67.66%
CYP inhibitory promiscuity	-	0.8527	85.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4586	45.86%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8076	80.76%
Skin irritation	-	0.5629	56.29%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6287	62.87%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.7973	79.73%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	-	0.7587	75.87%
Androgen receptor binding	-	0.5565	55.65%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	-	0.4722	47.22%
Aromatase binding	-	0.4834	48.34%
PPAR gamma	-	0.7342	73.42%
Honey bee toxicity	-	0.9188	91.88%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9693	96.93%

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	94.09%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.35%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.73%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.49%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132961835
• LOTUS: LTS0000104
• wikiData: Q105370711