Rulepidadiol

Details

• Internal ID: 1fbbdb2c-cb98-48af-acc2-f9b8d07fc3cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aristolane sesquiterpenoids
• IUPAC Name: (1aR,2S,3R,7R,7aR,7bS)-2,3-dihydroxy-1,1,7,7a-tetramethyl-1a,2,3,6,7,7b-hexahydrocyclopropa[a]naphthalen-5-one
• SMILES (Canonical): CC1CC(=O)C=C2C1(C3C(C3(C)C)C(C2O)O)C
• SMILES (Isomeric): C[C@@H]1CC(=O)C=C2[C@]1([C@H]3[C@H](C3(C)C)[C@@H]([C@@H]2O)O)C
• InChI: InChI=1S/C15H22O3/c1-7-5-8(16)6-9-11(17)12(18)10-13(14(10,2)3)15(7,9)4/h6-7,10-13,17-18H,5H2,1-4H3/t7-,10-,11-,12+,13+,15+/m1/s1
• InChI Key: GQUVWWKDAFPDRH-TZJKVICWSA-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: 1.00
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.5182	51.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7382	73.82%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9554	95.54%
P-glycoprotein inhibitior	-	0.8681	86.81%
P-glycoprotein substrate	-	0.8379	83.79%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7728	77.28%
CYP2C9 inhibition	-	0.7390	73.90%
CYP2C19 inhibition	-	0.7083	70.83%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	-	0.7055	70.55%
CYP2C8 inhibition	-	0.9417	94.17%
CYP inhibitory promiscuity	-	0.7166	71.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8806	88.06%
Skin irritation	-	0.5777	57.77%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7507	75.07%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5615	56.15%
skin sensitisation	+	0.5449	54.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6449	64.49%
Acute Oral Toxicity (c)	III	0.6435	64.35%
Estrogen receptor binding	-	0.5899	58.99%
Androgen receptor binding	+	0.5459	54.59%
Thyroid receptor binding	-	0.5317	53.17%
Glucocorticoid receptor binding	-	0.5118	51.18%
Aromatase binding	-	0.6449	64.49%
PPAR gamma	-	0.6717	67.17%
Honey bee toxicity	-	0.8746	87.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	95.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.11%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.44%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.37%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.33%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	82.89%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.34%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.29%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5316179
• LOTUS: LTS0164464
• wikiData: Q75062645