Calamusin H

Details

• Internal ID: b52524a8-31a4-4412-a7b2-26b23d7eb0eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,4R)-2,5-dimethyl-8-propan-2-yl-3,4-dihydro-1H-naphthalene-1,2,4-triol
• SMILES (Canonical): CC1=C2C(CC(C(C2=C(C=C1)C(C)C)O)(C)O)O
• SMILES (Isomeric): CC1=C2[C@@H](C[C@@]([C@H](C2=C(C=C1)C(C)C)O)(C)O)O
• InChI: InChI=1S/C15H22O3/c1-8(2)10-6-5-9(3)12-11(16)7-15(4,18)14(17)13(10)12/h5-6,8,11,14,16-18H,7H2,1-4H3/t11-,14+,15-/m1/s1
• InChI Key: CFKUXGMWJIWBHI-BYCMXARLSA-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): 60.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• RefChem:122698
• (1S,2R,4R)-2,5-dimethyl-8-propan-2-yl-3,4-dihydro-1H-naphthalene-1,2,4-triol
• CHEMBL2063124
• SCHEMBL22785818

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.5856	58.56%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5936	59.36%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8845	88.45%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.7294	72.94%
CYP3A4 substrate	+	0.5078	50.78%
CYP2C9 substrate	+	0.6147	61.47%
CYP2D6 substrate	+	0.3712	37.12%
CYP3A4 inhibition	-	0.8966	89.66%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.7971	79.71%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	+	0.5661	56.61%
CYP2C8 inhibition	-	0.8906	89.06%
CYP inhibitory promiscuity	-	0.8844	88.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5307	53.07%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8125	81.25%
Skin irritation	-	0.6483	64.83%
Skin corrosion	-	0.8370	83.70%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4714	47.14%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.4756	47.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	III	0.6910	69.10%
Estrogen receptor binding	-	0.5431	54.31%
Androgen receptor binding	+	0.5296	52.96%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	-	0.6612	66.12%
Aromatase binding	-	0.8908	89.08%
PPAR gamma	-	0.6563	65.63%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9006	90.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.14%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.52%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.07%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.38%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.03%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.02%	100.00%

Plants that contains it

• Acorus calamus

Cross-Links

• PubChem: 60156150
• NPASS: NPC111108