Dihydrosantamarin

Details

• Internal ID: d8218f38-3b54-409e-ba2c-268797abe75a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3R,3aS,5aR,6R,9aS,9bS)-6-hydroxy-3,5a,9-trimethyl-3,3a,4,5,6,7,9a,9b-octahydrobenzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC1C2CCC3(C(CC=C(C3C2OC1=O)C)O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC[C@]3([C@@H](CC=C([C@@H]3[C@H]2OC1=O)C)O)C
• InChI: InChI=1S/C15H22O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4,9-13,16H,5-7H2,1-3H3/t9-,10+,11-,12-,13+,15+/m1/s1
• InChI Key: DGIMMEWTLSCNGO-XBDPKTDKSA-N
• Popularity: 2 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): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 11alpha,13-Dihydrosantamarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6899	68.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.9467	94.67%
P-glycoprotein inhibitior	-	0.9354	93.54%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.6548	65.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.5266	52.66%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.7490	74.90%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.7308	73.08%
CYP2C8 inhibition	-	0.9220	92.20%
CYP inhibitory promiscuity	-	0.8946	89.46%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5167	51.67%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9675	96.75%
Skin irritation	+	0.6683	66.83%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.8060	80.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.5670	56.70%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7783	77.83%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7145	71.45%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	+	0.6011	60.11%
Androgen receptor binding	+	0.6392	63.92%
Thyroid receptor binding	-	0.5474	54.74%
Glucocorticoid receptor binding	-	0.5059	50.59%
Aromatase binding	-	0.8416	84.16%
PPAR gamma	-	0.6782	67.82%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.13%	91.11%
CHEMBL1871	P10275	Androgen Receptor	90.64%	96.43%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.11%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.73%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.42%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.69%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.70%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.97%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.24%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.13%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.71%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.43%	94.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.42%	90.24%

Plants that contains it

• Achillea collina
• Achillea micrantha
• Annona rensoniana
• Archidendron clypearia
• Aristolochia maxima
• Artemisia valentina
• Bergenia purpurascens
• Betula pendula subsp. mandshurica
• Bischofia javanica
• Caragana tibetica
• Crataegus sinaica
• Discaria chacaye
• Euphorbia ferganensis
• Gardenia jasminoides
• Isodon rubescens
• Jasminum officinale
• Lactuca serriola
• Lasiocephalus ovatus
• Ligularia platyglossa
• Macrotyloma axillare
• Magnolia kachirachirai
• Malus asiatica
• Mikania obtusata
• Montrouziera sphaeroidea
• Pimpinella saxifraga
• Polygala myrtifolia
• Polystichum deltodon
• Rhodiola stephani
• Sarcomelicope argyrophylla
• Scrophularia wattii
• Seriphidium vachanicum
• Solanum bahamense
• Tinospora smilacina
• Trigonostemon reidioides
• Tropaeolum speciosum
• Vatica diospyroides

Cross-Links

• PubChem: 13895713
• NPASS: NPC26937
• LOTUS: LTS0140972
• wikiData: Q104397505