Ramulosin

Details

• Internal ID: 27813e3e-ee7e-41e6-a8d8-89488bc09828
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,4aS)-8-hydroxy-3-methyl-3,4,4a,5,6,7-hexahydroisochromen-1-one
• SMILES (Canonical): CC1CC2CCCC(=C2C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]2CCCC(=C2C(=O)O1)O
• InChI: InChI=1S/C10H14O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h6-7,11H,2-5H2,1H3/t6-,7+/m1/s1
• InChI Key: XQHOYOKXFNTNQZ-RQJHMYQMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Ramulosine
• Ramulosin, (+)-
• 29914-01-0
• (3R,4aS)-(+)-Ramulosin
• R5P547QG18
• NSC-112906
• 1H-2-Benzopyran-1-one, 3,4,4a,5,6,7-hexahydro-8-hydroxy-3-methyl-, (3R,4aS)-
• UNII-R5P547QG18
• 1H-2-Benzopyran-1-one, 3,4,4a,5,6,7-hexahydro-8-hydroxy-3-methyl-, (3R-trans)-
• Isocoumarin, 3,4,4aalpha,5,6,7-hexahydro-8-hydroxy-3beta-methyl-
• Q27287825
• (3S,4AR)-8-hydroxy-3-methyl-3,4,4A,5,6, 7-hexahydro-1h-isochromen-1-one
• ISOCOUMARIN, 3,4,4A.ALPHA.,5,6,7-HEXAHYDRO-8-HYDROXY-3.BETA.-METHYL-
• InChI=1/C10H14O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h6-7,11H,2-5H2,1H3/t6-,7+/m1/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6095	60.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5855	58.55%
OATP2B1 inhibitior	-	0.8425	84.25%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9534	95.34%
P-glycoprotein inhibitior	-	0.9678	96.78%
P-glycoprotein substrate	-	0.9462	94.62%
CYP3A4 substrate	-	0.5516	55.16%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8946	89.46%
CYP3A4 inhibition	-	0.7669	76.69%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.7061	70.61%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.6437	64.37%
CYP2C8 inhibition	-	0.9493	94.93%
CYP inhibitory promiscuity	-	0.9471	94.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9573	95.73%
Eye irritation	+	0.8176	81.76%
Skin irritation	-	0.5896	58.96%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6662	66.62%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7053	70.53%
skin sensitisation	-	0.7011	70.11%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5359	53.59%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	-	0.8457	84.57%
Androgen receptor binding	-	0.6702	67.02%
Thyroid receptor binding	-	0.6840	68.40%
Glucocorticoid receptor binding	-	0.7222	72.22%
Aromatase binding	-	0.8691	86.91%
PPAR gamma	-	0.6679	66.79%
Honey bee toxicity	-	0.9534	95.34%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8894	88.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.41%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.49%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.63%	93.03%
CHEMBL2581	P07339	Cathepsin D	82.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.83%	97.25%

Plants that contains it

• Thalictrum lucidum

Cross-Links

• PubChem: 54686269
• NPASS: NPC33606
• LOTUS: LTS0138285
• wikiData: Q27287825